Tag: M.W=200-300

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 696-41-3, name is 3-Iodobenzaldehyde belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 3-Iodobenzaldehyde

General procedure: Triton B (40% in MeOH, 7.30 mL, 17.5 mmol) was added dropwise to a solution of ethyl 2-[bis(2-isopropylphenoxy) phosphoryl]acetate (5.30 g, 13.1 mmol) in THF (150 mL) at -78 C under Ar. After 15 min of stirring, a solution of 2-methylbenzaldehyde (59) (1.50 g, 12.5 mmol) in THF (50 mL) was added dropwise to the solution. After 10 h of stirring, the mixture was quenched with satd. aq. NH4Cl (30 mL) and extracted with EtOAc (3 x 30 mL). The organic layer was washed successively with H2O, satd. aq. (20 mL) NaHCO3 (20 mL) and brine (20 mL), then dried (MgSO4), filtered and concentratedin vacuo.; Z-selective olefination of 3-iodobenzaldehyde (87) was performedusing the procedure described above to provide (Z)-ethyl3-(3-iodophenyl)acrylate (cis-143) (94%, Z:E = 98:2, determinedby 1H-NMR spectrum) (silica gel CC, EtOAc/hexane, 5:95) as acolorless oil: 1H-NMR (CDCl3, 270 MHz) d: 1.26 (t, J = 7.2 Hz, 3H,-CH3), 4.19 (q, J = 7.2 Hz, 2H, -CH2-), 5.98 (d, J = 12.6 Hz, 1H,CH-CO2-), 6.85 (d, J = 12.6 Hz, 1H, Ar-CH), 7.10 (t, J = 7.8 Hz,1H, Ar-H), 7.53, 7.66 (d, J = 7.8 Hz, each 1H, Ar-H), 7.90 (s, 1H,Ar-H).

The synthetic route of 696-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nishikawa, Keisuke; Fukuda, Hiroshi; Abe, Masato; Nakanishi, Kazunari; Taniguchi, Tomoya; Nomura, Takashi; Yamaguchi, Chihiro; Hiradate, Syuntaro; Fujii, Yoshiharu; Okuda, Katsuhiro; Shindo, Mitsuru; Phytochemistry; vol. 96; (2013); p. 132 – 147;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 4-Iodo-2-(trifluoromethyl)benzonitrile

To the suspension of zinc powder (without activation, 65.4 mg, 1.0 mmol, Aldrich 99.995 % purity) in DMPU (0.5 mL), trifluoromethyl iodide (ca. 2.5 mmol, sufficiently dissolved in the solution) was added at room temperature under argon atmosphere. The solution was stirred for 2 h, and CuI (9.5 mg, 0.05 mmol, 10 mol %) and 4-iodo-2-(trifluoromethyl)benzonitrile (1c, 148.5 mg, 0.5 mmol) were added. The reaction mixture was stirred at 50 C for 24 h. The reaction mixture was quenched with H2O (5 mL), and then Et2O (5 mL) was added. After filtration over celite, the organic layer was separated, and the aqueous layer was extracted with Et2O (5 mL ¡Á 3). The combined organic layer was washed with brine (10 mL), dried over Na2SO4, and evaporated. The resulting crude product was purified by silica gel column chromatography (pentane/Et2O 9:1) to give the product 2c (83 mg, 70% yield) as a colorless liquid. 1H NMR (300 MHz, CDCl3) delta 8.06 (s, 1H), 8.03 (d, J =8.2 Hz, 1H), 7.98 (d, J = 8.2 Hz, 1H); 13C NMR (400 MHz, CDCl3) delta 135.5, 135.0 (q, JCF = 34.4 Hz), 134.0 (q, JCF = 33.5 Hz), 129.3 (q, JCF = 3.6 Hz), 124.1-123.9 (m), 122.3 (q, JCF =271.9 Hz), 121.6 (q, JCF = 272.7 Hz), 114.1, 113.9; 19F NMR (282 MHz, CDCl3) delta -62.2 (s, 3F), -63.6 (s, 3F); HRMS-ESITOF (m/z): [M – H]- calcd for C9H2F6N, 238.0091; found, 238.0086; FTIR (neat, cm-1) 2238, 1344, 1146, 1279, 1082.

The synthetic route of 101066-87-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nakamura, Yuzo; Fujiu, Motohiro; Murase, Tatsuya; Itoh, Yoshimitsu; Serizawa, Hiroki; Aikawa, Kohsuke; Mikami, Koichi; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 2404 – 2409;,
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Synthetic Route of 54435-09-5, A common heterocyclic compound, 54435-09-5, name is 2-Iodo-4-methoxybenzoic acid, molecular formula is C8H7IO3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(c) A mixture of 2-iodo-4-methoxybenzoic acid (13.6 g, 48.9 mmol), 5-amino-1-ethylpyrazole (5.5 g, 49 mmol), DMF (100 ml), K2 CO3 (6.9 g, 0.05 mol) and Cu(OAc)2 (0.5 g) was refluxed overnight. The reaction mixture was poured into water (500 ml) and acidified with acetic acid to a pH of 5-6. The product slowly crystallized from the solution and was collected by filtration and washed with water. The solid was taken up in CH2 Cl2 /methanol, dried, filtered and evaporated. The residue was combined with POCl3 (60 ml) and refluxed overnight. The reaction mixture was cooled, poured into water and neutralized with concentrated NH4 OH. The mixture was extracted with CH2 Cl2, and the CH2 Cl2 extracts were evaporated and the residue was purified by column chromatography on silica gel eluding with ethyl acetate to afford 5 g of 1-ethyl-4-chloro-7-methoxy-1H-pyrazolo[3,4-b]quinoline, m.p. 114-115 C.

The synthetic route of 54435-09-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi Winthrop Inc.; US5488055; (1996); A;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 90347-66-3, name is Methyl 3-iodo-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Methyl 3-iodo-4-methylbenzoate

Compound 27.1. Methyl 3-acetyl-4-methylbenzoate. Into a 250-mL round-bottom flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a mixture of methyl 3-iodo-4-methylbenzoate (compound 5.3, 4.50 g, 16.3 mmol), 1- (vinyloxy)butane (4.21 mL, 32.6 mmol), TEA (4.53 mL, 32.5 mmol), 1,3- bis(diphenylphosphino)propane (672 mg, 1.63 mmol) and Pd(OAc)2 (349 mg, 1.55 mmol) in DMSO (50 mL). The mixture was stirred for 12 hours at 120 C, then cooled to room temperature. The pH was adjusted to 1-2 with aqueous hydrogen chloride (2 M) and stirred for 1 hour. The aqueous phase was extracted with ethyl acetate (3 x 200 mL) and the combined organic layers were washed with water (100 mL), then brine (3 x 100 mL), dried (Na2S04), filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with ethyl acetate/petroleum ether (1 :50) as the eluent to yield 1.45 g (46%) of the title compound as a yellow solid.

According to the analysis of related databases, 90347-66-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; 3-V BIOSCIENCES, INC.; HEUER, Timothy Sean; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2015/95767; (2015); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 610-97-9, name is Methyl 2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 610-97-9

General procedure: A 50 cm3 Schlenk flask was charged with an ortho-substituted iodoarene(1¡Á10-3 mol), an amine (1.1-5¡Á10-3 mol), K2CO3(2¡Á10-3 mol), a catalyst (5¡Á10-6 mol), and a stirring bar. Next, 5cm3 of DMF was added. Under balloon pressure of CO, the reactionmixture was stirred at 100 C for 1-6 h. After the reaction, the Schlenkflask was cooled down, and the organic products were extracted with3¡Á7 cm3 of diethyl ether (3¡Á15 min with stirring) and then GCanalyzed with dodecane as the internal standard (0.076 cm3, 5.46¡Á10-4 mol). Each reaction was repeated minimum twice and the averagevalue from two experiments was reported. The difference between tworesults was below 5%.After the solvents were evaporated, the crude product was purifiedby flash chromatography on silica gel using hexane/ethyl acetate (10:4)as the eluent, and the corresponding N-substituted phthalimides wereobtained

The synthetic route of 610-97-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wojcik, Przemys?aw; Trzeciak, Anna M.; Applied Catalysis A: General; vol. 560; (2018); p. 73 – 83;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 135050-44-1, name is 3-Chloro-4-iodoaniline belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 3-Chloro-4-iodoaniline

[00675] Example 6: 4-[(aminocarbonyl) amino]-1-(3-chloro-4- iodophenyl)-1 H-pyrazole-3-carboxamide; [00677] Step 1: Preparation of (2E)-2- [ (3-chloro-4- iodophenyl) hydrazono] -2-cyanoacetamide; [00679] A 250 mL 2-neck flask, flushed with N2, was charged with a stir bar and 3-chloro-4-lodoaniline (19.01 g, 75 mmol) and was then cooled in acetone/ice bath to 0C. To this was added conc. HCI (19 mL) dropwise at a rate that maintained the temperature below 5C. Water (60 mL) was added followed by a solution of sodium nitrite (5.175 g, 75 mmol) in water (15 mL) over a 5 min period. After 75 mins, a solution of sodium acetate trihydrate (30.62 g, 225 mmol) in water (75 mL) was added over a 5 min. period with the temperature maintained at 5C. The resultant yellowish slurry was then used as described in the following paragraph. [00680] To a well-stirred solution of cyanoacetamide (12.61 g, 150 mmol) in water (115 mL) and ethanol (75 mL) in a 500-mL round bottom flask was added a solution of acetate trihydrate (10.5 g, 75 mmol) in water (25 mL) and this mixture was cooled to-7C in an acetone/water bath. To this solution was added the slurry from the previous paragraph dropwise over a 70-minute period with the temperature maintained at 0C ( 2C) during the addition. After 2.5 h, the cold mixture was filtered and the solids washed with water (3 X 100 mL) and air-dried. These solids were washed with methanol (4 X 100 mL) and dried in vacuo to give a yellow solid. The methanol washes were concentrated, cooled, and filtered to provide additional product.’H NMR (DMSO-d6) : 5 11.750 (m, 1 H), 7.940 (m, 1 H), 7.860 (m, 1 H), 7.822 (m, 1 H), 7.550 (m, 1 H), 7.330 (m, 1 H). MS (ESI-) for CgH6CIIN40 m/z 347.0 (M-H) -.

The synthetic route of 135050-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA CORPORATION; WO2005/37797; (2005); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 620-05-3, name is (Iodomethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 620-05-3

General procedure: Hexamethylenetetramine 1 (70.1 mg), SDS (3.4 mg) and lanthanum triflate (17.6 mg) were dissolved in water (0.5 mL). Then 1o (271 mg) was added to the flask. The mixture was refluxed for 4 h to complete the reaction, which was monitored by TLC. The reaction mixture was extracted with EtOAc three times and the combined organic phases were distilled under reduced pressure. The crude product was purifiedby column chromatography on silica gel using hexane: EtOAc (5 : 1) as eluent to give 3o, recrystallisation of which from EtOH gave white crystals, 147 mg (71%) (Table 3, entry 1).

The synthetic route of 620-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xu, Wenhao; Su, Weike; Journal of Chemical Research; vol. 38; 12; (2014); p. 710 – 714;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 56404-21-8, name is 1-Iodo-2,4-dimethyl-3-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H8INO2

A mixture of l-iodo-2,4-dimethyl-3-nitrobenzene [56404-21-8] (1.50 g, 5.41 mmol), methyl 2,2-difluoro-2-(fluorosulfonyl)acetate [680-15-9] (6.24 g, 32.5 mmol), Cul (1.24 g, 6.50 mmol) and DIPEA (0.70 g, 5.41 mmol) in anhydrous DMF (13.9 mL) was stirred at 80 C for 2 h. The mixture was poured out in water and the aqueous phase was extracted with Et20. The combined organic extracts were washed with brine, dried (MgS04), filtered and concentrated under reduced pressure. The crude mixture was purified by flash column chromatography (silica, pentane/Et20, gradient from 100:0 to 90:10) to afford I- 100 (840 mg, 71%) as a yellow oil.

The synthetic route of 56404-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; LEENAERTS, Joseph, Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; MARTINEZ LAMENCA, Carolina; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (110 pag.)WO2019/243533; (2019); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5471-81-8, name is Methyl 4-iodo-3-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

0.2 mmol of cesium carbonate, 0.01 mmol of palladium acetate, 0.02 mmol of triphenylphosphine,1,4-Dihydro-1,4-epoxy naphthalene 0.2 mmol, methyl 4-iodo-3-methylbenzoate 0.1 mmol,0.15 mmol of hexamethyldisilazide and 1 ml of N,N-dimethylformamide were added to a 15 ml reaction tube.Nitrogen was repeatedly filled 3 times, placed in an oil bath at 100 C, reacted for 12 h; cooled to room temperature,The reaction solution was diluted with ethyl acetate and washed with water three times.The organic phase is dried over anhydrous Na2SO4.Filtered, concentrated, and purified by column chromatography36.3 mg of target product, yield 83%

According to the analysis of related databases, 5471-81-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huaqiao University; Cheng Guolin; Lv Weiwei; (13 pag.)CN108586519; (2018); A;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 13194-68-8, name is 4-Iodo-2-methylaniline, A new synthetic method of this compound is introduced below., Quality Control of 4-Iodo-2-methylaniline

(a) Preparation of 4-Fluoro-2-(4-iodo-2-methyl-phenylamino)-benzoic acid To a stirred solution containing 3.16 g (0.0133 mol) of 2-amino-5-iodotoluene in 5 mL of tetrahydrofuran at -78 C. was added 10 mL (0.020 mol) of a 2.0 M lithium diisopropylamide in tetrahydrofuran/heptane/ethylbenzene (Aldrich) solution. The resulting green suspension was stirred vigorously for 15 minutes, after which time a solution of 1.00 g (0.00632 mol) of 2,4-difluorobenzoic acid in 10 mL of tetrahydrofuran was added. The reaction temperature was allowed to increase slowly to room temperature, at which temperature the mixture was stirred for 2 days. The reaction mixture was concentrated by evaporation of the solvent under reduced pressure. Aqueous HCl (10%) was added to the concentrate, and the solution was extracted with dichloromethane. The organic phase was dried (MgSO4) and then concentrated over a steambath to low volume (10 mL) and cooled to room temperature. The off-white fibers which formed were collected by vacuum filtration, rinsed with hexane, and dried in a vacuum-oven (76 C.; ca. 10 mm of Hg) to afford 1.10 g (47%) of the desired material; mp 224-229.5 C.; 1H NMR (400 MHz, DMSO): delta 9.72 (s, 1H), 7.97 (dd, 1H, J=7.0, 8.7 Hz), 7.70 (d, 1H, J=1.5 Hz), 7.57 (dd, 1H, J=8.4, 1.9 Hz), 7.17 (d, 1H, J=8.2 Hz), 6.61-6.53 (m, 2H), 2.18 (s, 3H); 13C NMR (100 MHz, DMSO): delta 169.87, 166.36 (d,JC-F=249.4 Hz), 150.11 (d, JC-F=11.4 Hz), 139.83, 138.49, 136.07, 135.26 (d,JC-F=11.5 Hz), 135.07, 125.60, 109.32, 104.98 (d, JC-F=21.1 Hz), 99.54 (d, JC-F=26.0 Hz), 89.43, 17.52; 19F NMR (376 MHz, DMSO): delta-104.00 to -104.07 (m); IR (KBr) 1670 (C=O stretch)cm-1; MS (CI) M+1=372. Analysis calculated for C14H11FINO2: C, 45.31; H, 2.99; N, 3.77. Found: C, 45.21; H, 2.77; N, 3.64.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Gowan, Richard Carleton; Sebolt-Leopold, Judith; US2004/171632; (2004); A1;,
Iodide – Wikipedia,
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