Tag: M.W=200-300

Related Products of 19718-49-1, A common heterocyclic compound, 19718-49-1, name is Methyl 4-amino-3-iodobenzoate, molecular formula is C8H8INO2, 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.

A combined suspension of methyl 4-amino-3-iodobenzoate (2.50 g, 9.02 mmol), copper (_) iodide (35 mg, 0.18 mmol), bis(triphenylphosphine)palladium(II) dichloride (127 mg, 0.18 mmol), and 1-ethynyl-4-methylbenzene (1.37 mL, 10.83 mmol) were stirred in toluene and TEA (1/1, 76 mL) at ambient temperature for overnight. The reaction solvent was evaporated under reduced pressure, and the residue was purified by column chromatography with hexane/ethyl acetate (5/1, v/v) to obtain the compound 44 as a white solid (2.39 g, quant. yield): 1H NMR (400 MHz, DMSO-d6) _ 7.81 (d, J = 2.0 Hz, 1H), 7.65 (dd, J = 8.7, 2.1 Hz, 1H), 7.56- 53 (m, 2H), 7.24- 7.21 (m, 2H), 6.76 (d, J = 8.7 Hz, 1H), 6.36 (s, 2H), 3.75 (s, 3H), 2.33 (s, 3H); 13C NMR (100 MHz, DMSO-d6) _ 165.7, 153.4, 138.2, 133.8, 131.4, 131.0, 129.2, 119.6, 116.2, 113.2, 105.1, 94.4, 84.9, 51.5, 21.1.

The synthetic route of 19718-49-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; DALBY, Kevin N.; EDUPUGANTI, Ramakrishna; TALIAFERRO, Juliana; LEE, Juhyeon; (0 pag.)WO2018/160967; (2018); A1;,
Iodide – Wikipedia,
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Reference of 3718-88-5, The chemical industry reduces the impact on the environment during synthesis 3718-88-5, name is 3-Iodobenzylamine hydrochloride, I believe this compound will play a more active role in future production and life.

Dissolve 2,6-dichloro-9-cyclopentylpurine (620 mg, crude), 3-iodobenzylamine hydrochloride (810 mg, 3.00 mmol) and triethylamine (835 muL, 6.00 mmol) in dry ethanol (20 mL). Heat at reflux for 15 hours, cool, and filter the solid to give the title compound as a white solid (680 mg).1H-NMR (Me2SO-d6 + D2O, delta): 8.27 (s, 1H, purine H-8), 7.74 (s, 1H), 7.61 (d, 1H), 7.39 (d, 1H), 7.16 (t, 1H), 4.78 (m, 1H), 4.62 (bs, 2H), 2.15 (m, 2H), 1.90 (m, 4H), 1.70 (m, 2H); CIMS (NH3) 454 (MH+), 328.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Iodobenzylamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Aventis Pharmaceuticals Inc.; EP1056745; (2004); B1;,
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Related Products of 25245-35-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 25245-35-6 as follows.

General procedure: A mixture of the styrene (3 mmol), the halogenated benzene (3 mmol), triethanolamine (3 mmol) and Pd (II) acetate (0.03 g) was stirred under argon at 100 C for 24 h. The reaction was cooled to 25 C, quenched by the addition of dil. aq. hydrochloric acid (2 N, 10 ml), and extracted with ether (3 × 100 ml). The organic phases were dried (Na2SO4), the solvents evaporated, and the crude product was subjected to chromatography (silica gel, hexane/ethyl acetate mixtures).

According to the analysis of related databases, 25245-35-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Csuk, Rene; Albert, Sabrina; Siewert, Bianka; Schwarz, Stefan; European Journal of Medicinal Chemistry; vol. 54; (2012); p. 669 – 678;,
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Synthetic Route of 58755-70-7, 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. 58755-70-7, name is 1-Iodo-4-methoxy-2-nitrobenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Hydroxyphenylboronic acid (6) (2.3 g, 10 mmol) was added to a solution of 4-iodo-3-nitroanisole (7) (3.1 g, 11 mmol) in toluene-ethanol-water (30 mL, v/v/v=4/2/1), followed by Pd(PPh3)4 (350 mg, 0.3 mmol) and K2C03 (5.3 g, 50 mmol). The mixture was refluxed for 6 hours. After cooling to roomtemperature, the mixture was filtered through a celite pad. The filtrate was concentrated, diluted with DCM (100 mL), and washed with saturated brine (3 x 30 mL). After concentration and chromatography (hexane/acetone = 6/1), the product afforded was 4?- methoxy-3-methyl-2?-nitrobiphenyl-4-ol (8) (2.3 g, 87%). ?H NIVIR (400 MHz, CDC13), 7.31 (m, 2 H), 7.12 (dd, J = 2.8 Hz, 8.4 Hz, 1 H), 7.04 (s, 1 H), 6.98 (d, J = 8.0 Hz, 1 H), 6.78(d, J = 8.0 Hz, 1 H), 3.88 (s, 3 H), 2.26 (s, 3 H); ?3C NIVIR (100 IVIHz, CDC13), 158.7, 153.7,132.7, 130.6, 129.5, 128.3, 126.7, 124.1, 118.5, 115.1, 108.8, 55.8, 15.7; MS (TOF-ES):260.3 m/z [M+1].

The synthetic route of 1-Iodo-4-methoxy-2-nitrobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GEORGETOWN UNIVERSITY; BROWN, Milton L.; HOU, Shujie; BANERJEE, Partha; AMIN, Karishma; (57 pag.)WO2017/23916; (2017); A1;,
Iodide – Wikipedia,
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Electric Literature of 33184-48-4, 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. 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1: 5-Chloro-2-methylbenzaldehyde To a solution of 4-chloro-2-iodo-1-methylbenzene (5.0 g, 19.8 mmol) in THE (40 mL) n-BuL (2.5 M fl hexane, 8.72 mL, 21.8 mmoA) was sAowVy added dropwse at -78 C under argon. The mixture was stirred at -78 C for 1 h, then DME (7.7 mL, 99 mmol) was added, foWowed by warming to room temperature n 4 h and quenching wfth 1 N HC (5 mL). The reacton mixture was stirred overnight, dUuted wfth iN HC (50 mL) and Et20, the organc phase wasseparated, washed wfth aqueous brine, dried over Na2SO4 and evaporated to give the tte compound (314 g, 94%) as a yeWow oN,1H NMR (600 MHz, DMSO-d6) 10.17 (s, 1H), 7.80 (d, J = 2.2 Hz, 1H), 7.60 (dd, J = 2.4, 8.1 Hz, 1H), 7.37 (d, J8.1 Hz, 1H), 2.57 (s, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Chloro-2-iodo-1-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NERVIANO MEDICAL SCIENCES S.R.L.; BRASCA, Maria Gabriella; BINDI, Simona; CALDARELLI, Marina; NESI, Marcella; ORRENIUS, Sten Christian; PANZERI, Achille; WO2014/19908; (2014); A2;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 5398-69-6, name is 2-Iodo-3-nitrobenzoic acid, molecular formula is C7H4INO4, 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. Computed Properties of C7H4INO4

2-Iodo-3-nitro-benzoic Acid Methyl Ester 2-iodo-3-nitro-benzoic acid (61 g, 208 mmol, prepared as described in Org. Syn. Coll. Vol. 1, 56-58, and 125-127), sulfuric acid (40.8 g, 416 mmol), and trimethyl orthoformate (88.4 g, 833 mmol) were dissolved in 500 mL dry MeOH. The reaction was refluxed under argon for 20 h. The reaction mixture was concentrated to 100 mL then partitioned between saturated NaHCO3(aq) and CH2Cl2. The layers were separated and the aqueous layer extrated three times with CH2Cl2. The combined organic layers were dried (MgSO4) and concentrated in vacuo. The yellow solid was crystallized from CH2Cl2/hexanes yielding 2-iodo-3-nitro-benzoic acid methyl ester, 57.8 g (90%) as a yellow solid: m.p.64.0-64.5 C.; 1H NMR (300 MHz, CDCl3) 3.99 (s, 3H), 7.54 (app t, J=7.8 Hz, 1H), 7.70 (dd, J=8.1, 1.8 Hz, 1H), 7.77 (dd, J=7.8, 1.8 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5398-69-6, its application will become more common.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US6495541; (2002); B1;,
Iodide – Wikipedia,
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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. 58313-23-8, name is Ethyl-3-iodobenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C9H9IO2

Synthesis of (1S,2R) and (1R,2S)-methyl-3-(2-(4-chlorophenyl)-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)benzoate A Schlenk tube was charged with CuI (9.6 mg, 0.05 mmol, 5.0 mol %), racemic (1R,2S) and (1S,2R)-2-(4-chlorophenyl)spiro[cyclopropane-1,3′-indolin]-2′-one (270 mg, 1.0 mmol), and K2CO3 (276 mg, 2.0 mmol), evacuated, and backfilled with argon. N,N’-Dimethylethylenediamine (11 muL, 0.10 mmol, 10 mol %), ethyl 3-iodobenzoate (278.8 mg, 1.01 mmol), and acetonitrile (1.5 mL) were added under argon. The Schlenk tube was sealed with a Teflon valve and the reaction mixture was stirred at 80 C. for 23 hours. HPLC monitored the reaction finished. The solvent was removed under reduced pressure. The residue was purified by flash column chromatography column (gradient elution, 5-10% ethyl acetate in petroleum ether) to give the title compound as a yellow powder (290 mg, 72%). LC/MS m/e calcd. for C24H18ClNO3: 403, observed (M+H)+: 404.1.

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; Chen, Li; Feng, Lichun; He, Yun; Huang, Mengwei; Yun, Hongying; US2011/144106; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 2142-70-3, A common heterocyclic compound, 2142-70-3, name is 1-(2-Iodophenyl)ethanone, molecular formula is C8H7IO, 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.

A mixture of 1 -(2-iodophenyl) ethan-l-one (l.Og, 4.06 mmol), sodium methanesulfunate (0.83g, 8.12 mmol) and copper iodide (77mg, 0.4 mmol) in 10 mL of DMSO was heated to 100 C under argon. The cooled mixture was partitioned by EA and water. The organic layer was separated, and the aqueous layer was extracted with EA twice. The combined organic layers were washed with brine, dried over MgS04, and concentrated in vacuo to afford the product, l-(2-(methylsulfonyl)phenyl) ethan-l- one, which is yellow solid with a yield of 0.77g (95%).

The synthetic route of 2142-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAIWANJ PHARMACEUTICALS CO., LTD.; YANG, Syaulan S.; LEE, Kuang Yuan; LIU, Meng Hsien; JIANG, Yan-Feng; FAN, Yu-Shiou; WANG, Chiung Wen; HSU, Mei-Chi; (61 pag.)WO2019/246343; (2019); A1;,
Iodide – Wikipedia,
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Reference of 69113-59-3, The chemical industry reduces the impact on the environment during synthesis 69113-59-3, name is 3-Iodobenzonitrile, I believe this compound will play a more active role in future production and life.

General Procedure (Stille Coupling). A mixture of aryl iodide (1.00 equiv), organostannane (1.00 equiv) and cesium fluoride (3.00 equiv) in DMF was cooled to 0 C. and degassed for 10 mm with argon. Then Pd(PPh3)4 (0.10 equiv) and Cul (1.20 equiv) were added to the mixture and the reaction mixture was stirred for 0.5 h at 60 C. under argon. Afier the reaction was complete, the reaction mixture was diluted with CH2C12 and water, shaken vigorously and filtered through celite with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2504, and concentrated. The product was purified by colunm chromatography on silica gel using ethyl acetatehexanes. The general Stille coupling procedure was followed using 3-iodobenzonitrile 40 (35 mg, 0.15 mmol), organostannane 54 (120 mg, 0.184 mmol), CsF (69 mg, 0.46 mmol), Pd(PPh3)4 (17 mg, 0.015 mmol) and Cul (34 mg, 0.18 mmol) in dry DMF (8 mE). The reaction mixture was stirred for 21 h and the product was purified by column chromatography on silica gel using 15% ethyl acetate-hexanes to give the product 21(64 mg, 90%) as a oil: ?H NMR (270 MHz, CDC13) 0 7.54-7.41 (m, 4 H), 7.06 (s, 1 H), 7.00 (s, 1 H), 6.10 (t, J=7.4 Hz, 1 H), 4.10 (s, 3 H), 3.86 (s, 3 H), 2.82 (t, J=7.4 Hz, 2 H), 2.48 (s, 3 H), 2.33 (s, 3 H), 2.30-2.23 (m, 2 H), 1.95 (quint, J=7.4 Hz, 2 H); ?3C NMR (68 MHz, CDC13) 0 166.3, 163.5, 155.8, 143.0, 139.8, 134.3, 133.8, 133.7, 132.5, 131.2, 130.8, 130.6, 130.5,129.4, 128.9, 127.2, 118.7, 112.3, 63.0, 61.3, 29.1, 26.4,24.8, 16.4, 11.0; ElMS mlz (rd intensity) 464 (M, 2.0), 466 (M+2, 0.7), 398 (17), 397 (51), 299 (13), 98 (100); HRMS (El) for C25H2535C1N403 calcd 464.1615 (Mj, found 464. 1600, C25H2537C1N403 calcd 466.1586 (M+2), found 466.1584.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Iodobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Purdue Research Foundation; Cushman, Mark S.; Sakamoto, Takeshi; (32 pag.)US2017/267667; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene

General procedure: The appropriate 2-amino-5H-benzothiopyrano[4,3-d]pyrimidine 22a-c (0.417mmol) was added, at room temperature, under nitrogen atmosphere, to 0.079g of CuI (0.417mmol) and 0.115g of anhydrous K2CO3 (0.833mmol). Then, the appropriate substituted aryl iodide (0.694mmol), 0.04mL of DMEDA (0.417mmol) and 2.5mL of dioxane were added. The reaction mixture was heated at 100°C and allowed to stir for 24h. After cooling, the reaction mixture was added with 2.5mL of concentrated NH3 and with a saturated solution of NaCl (10-15mL). The mixture was extracted with ethyl acetate. The organic phase was dried (MgSO4) and evaporated under reduced pressure giving a residue which was purified by flash chromatography using petroleum ether 60-80°C/ethyl acetate 5:5 as the eluting system, to give compounds 1-21. 4.1.1.16 2-(3,4-Dimethoxyanilino)-5H-benzothiopyrano[4,3-d]pyrimidine (16) Yield: 40percent; m. p. 148-149?°C; 1H NMR (400?MHz, DMSO-d6): delta 3.72 (s, 3H), 3.78 (s, 3H), 4.01 (s, 2H), 6.91 (d, J?=?8.8?Hz, 1H), 7.26 (dd, Jmin?=?2.2?Hz, Jmax?=?8.6?Hz, 1H), 7.36-7.43 (m, 3H), 7.63 (d, J?=?1.2?Hz, 1H), 8.31 (d, J?=?7.6?Hz, 1H), 8.44 (s, 1H), 9.51 (s, 1H) ppm; 13C NMR (100?MHz, DMSO-d6): delta 25.94, 55.29, 55.87, 104.27, 110.54, 112.37, 114.59, 126.12, 126.95, 127.93, 131.14, 132.22, 134.34, 136.56, 143.61, 148.53, 156.54, 157.55, 159.42?ppm; HRMS (ESI) m/z calculated for C19H18N3O2S ([M+H]+) 352.11197, found 352.11067. Anal. C19H17N3O2S (C, H, N).

The synthetic route of 5460-32-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Salerno, Silvia; Garcia-Argaez, Aida Nelly; Barresi, Elisabetta; Taliani, Sabrina; Simorini, Francesca; La Motta, Concettina; Amendola, Giorgio; Tomassi, Stefano; Cosconati, Sandro; Novellino, Ettore; Da Settimo, Federico; Marini, Anna Maria; Via, Lisa Dalla; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 446 – 456;,
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