Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 459424-72-7, name is 1,2,3-Trifluoro-4-iodobenzene, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 459424-72-7, category: iodides-buliding-blocks

To a solution of diisopropylamine (4.3 g, 42.6 mmol) in THF (50 ml) was added n-butyl lithium (21.3 ml, 2 N in hexane) dropwise at -10 0C, and the solution was stirred for 30 minutes at -10 0C. The reaction mixture was cooled to -78 0C and to this was added l,2,3-trifluoro-4- iodobenzene (5 g, 19.38 mmol) in THF (50 ml), stirred at -78 0C under a nitrogen atmosphere. After stirring for 5 hours at this temperature, DMF (7 ml, 89 mmol) was added dropwise such that the temperature was maintained below -60 0C. The reaction mixture was slowly allowed to warm to room temperature and stirred overnight. The reaction mixture was treated with saturated aqueous NH4Cl solution and the aqueous layer extracted with ethyl acetate (2 X 100 ml). The organic phases were combined, dried over anhydrous sodium sulfate, and concentrated. The residue was purified over silica gel flash column using a gradient of ethyl acetate in petroleum ether to give the title product as a yellow solid. Yield: 2.4 g (45%).MS (MH+): 287.2 for C7H2F3IO1H NMR (300MHz, CDCl3) delta: 8.1 (m, IH), 10.2 (s, IH).

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, 1,2,3-Trifluoro-4-iodobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/4382; (2009); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 133232-56-1, These common heterocyclic compound, 133232-56-1, name is 3-Iodo-2-methylbenzoic acid, 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.

[0469] To a solution of 3-iodo-2-methylbenzoic acid (2.0 g, 3.82 mmol) in dry MeOH (10 mL) at 0 C was added thionyl chloride (681mg, 5.72 mmol). Then the reaction was heated to 80 C for 16 hrs. TLC showed the starting material was consumed and one main spot was present. The reaction was cooled to rt and the solvent was removed. The residue was diluted with water (20 mL) and extracted with EA (40 mL) twice. The combined organic layers were washed with saturated sodium bicarbonate aqueous (30 mL), brine, dried over sodium sulfate, filtered and concentrated providing crude product, which was purified by column chromatography on silica-gel elution with petroleum ether:EA (from 0% to 8%) providing methyl 3-iodo-2-methylbenzoate (1.7 g, 80.4% yield) as a colorless oil. MS (ESI) m/z 277.0 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 7.97 (dd, J = 1.2, 8.0 Hz, 1 H), 7.73 (dd, J = 0.8, 8.0 Hz, 1 H), 6.92 (t, J = 8.0 Hz, 1 H), 3.89 (s, 3 H), 2.66 (s, 3 H).

The synthetic route of 133232-56-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTHERYX, INC.; CHAN, Kyle, W.H.; FUNG, Leah; SULLIVAN, Robert; ERDMAN, Paul, E.; MERCURIO, Frank; (225 pag.)WO2017/201069; (2017); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 615-43-0, The chemical industry reduces the impact on the environment during synthesis 615-43-0, name is 2-Iodoaniline, I believe this compound will play a more active role in future production and life.

Acetyl chloride (6 mmol) was added dropwise to the mixture of 2-iodoaniline (5 mmol) and sodium hydroxide (13 mmol) in THF/H2O (1/1, 4 mL). Stirred the mixture at 0 C. for 2 h, and then at room temperature for overnight. The mixture was diluted with 10 mL water and extracted with diethyl ether 3 times. The combined organic layer was washed with water 3 times and brine. Dried over sodium sulfate, filtered, and removed solvent. The residue was then purified by column chromatography afforded white solid of 2-iodoacetanilide 68% yield. NMR

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, 2-Iodoaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; University of Massachusetts; US7473786; (2009); B1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

5469-33-0, name is (Iodomethyl)cyclohexane, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of (Iodomethyl)cyclohexane

[0344] To a solution of ethyl 8-CHLORO-6-HYDROXY-2- (TRIFLUOROMETHYL)-2H-CHROMENE-3- carboxylate prepared as in Example 17a, Step 3 (1.00 g, 3.10 mmole) in anhydrous DMF (10.0 mL) was added KI (51.5 mg, (0.310 mmole), K2CO3 (1.29 g, 9.30 mmole) and cyclohexyl iodide (1.20 mL, 9.30 mmole). The suspension was heated at 50 C for 17 h and then the temperature was slowly raised to 80 C and stirred overnight. Additional cyclohexyl iodide (1.20 mL, 9.30 mmole) was added and the temperature was maintained at 100-120 C for 3 days. The mixture was then cooled and poured into H20 (200 mL), which was saturated with solid NaCl. Following extraction with EtOAc (2 X 100 mL), the combined extracts were washed with brine (3 X 100 mL) and concentrated in vacuo. Purification by silica chromatography (6: 1 hexanes: EtOAc) gave 45 mg (3.5% yield) of the product: EIHRMS M/Z 404.0999 (M+, CL9H2OCIF304, Calc’d 404.1002).

The synthetic route of 5469-33-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/87686; (2004); A2;; ; Patent; PHARMACIA CORPORATION; WO2004/87687; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 132131-24-9, name is 2-Amino-5-iodobenzonitrile, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 132131-24-9, Recommanded Product: 132131-24-9

(ii) Preparation of N’-(2-cyano-4-iodo-phenyl)-N,N-dimethyIformamidine (8): Into a 500 ml 3 necked round bottomed flask, N, N-dimethylforamide (100 ml), 2- amino-5-iodobenzonitrile (50g) obtained by the process given in the above step (i) and Nu,Nu-dimethyl formamide dimethyl acetate (51.3 g) were charged. The reaction mass was maintained at 70-75 C for about 2 Hrs. The completion of the reaction was monitored by TLC. The reaction mass was cooled to 25-35 C and quenched into ice water and maintained for about 2 Hrs. at 0-5 C. The product was filtered and dried under vacuum at 25-35 C to get 58 g of N’-(2-cyano-4-iodo-phenyl)-N,N- dimethylforrnamidine as a pale yellow coloured amorphous powder. Melting range: 53-55 CHPLC purity: 99.8%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-iodobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; NATCO PHARMA LIMITED; JYOTHI PRASAD, Ramanadham; ADIBHATLA KALI SATYA, Bhujanga rao; VENKAIAH CHOWDARY, Nannapaneni; WO2011/39759; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 7212-28-4, name is 2-Iodo-N-phenylacetamide, 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. category: iodides-buliding-blocks

EXAMPLE 146 Trans-2-carboxy-5,7-dichloro-4-(phenylaminocarbonylmethylamino)-1,2,3,4 -tetrahydroquinoline hydrochloride This material was prepared by the method given in Example 145 step a and b) using phenylaminocarbonylmethyliodide in place of benzyl bromide to yield the title compound as colourless crystals, m.p. 163-164.2 C. dec.; delta (360 MHz, DMSO) 1.93 (1H, ddd, J=13.3, 12.2 and 3.8 Hz, CHA CHB HC CHD), 2.73 (1H, dm, J=13.3 Hz, CHA CHB HC CHD), 4.00 (2H, 2d, J=16.2 Hz, NHCH2 CONHPh), 4.32 (1H, dd, J=12.2 and 3.8 Hz, CHA CHB HC CHD), 4.78 (1H, bs, CHA CHB HC CHD), 6.73 (1H, d, J=2.0 Hz, 6-H or 8-H), 6.92 (1H, d, J=2.0 Hz, 6-H or 8-H), 7.10 (1H, m, ArH), 7.18 (1H, s, ArNH), 7.35 (2H, m, 2 ArH), 7.60 (2H, m, 2 ArH), 9.5 (2H, bm, NH2), 10.72 (1H, m, CHD NHCH2). m/e (FAB+) 394 (M+1). Found C, 46.73; H, 4.28; N, 8.75; C18 H17 Cl2 N3 O3.1.9HCl requires C, 46.50; H, 4.32; N, 9.05%.

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

Reference:
Patent; Merck Sharp & Dohme, Ltd.; US5231102; (1993); A;,
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. 59382-39-7, name is 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., name: 1-Fluoro-4-iodo-2-(trifluoromethyl)benzene

Sequentially add 3-chloro-5-ethynylpyridine, (prepared as described in PREPARATION 27), (300 mg, 2. 2 mmol), (bis (triphenylphosphine) palladium (II) dichloride (69 mg, 0. 10 mmol), and copper (I) iodide (38 mg, 0. 198 mmol) to a solution of 1-fluoro-4-iodo-2-trifluoromethylbenzene (575 mg, 1. 98 mmol) in triethylamine (4 mL) under nitrogen. Heat at 70 C for 2. 5 h and concentrate. Purify the residue by silica gel chromatography, eluting from 0 : 100 to 20 : 80 using ethyl acetate : hexanes, to give the title compound as a white solid (520 mg, 88%). 1HNMR (300 MHz, CDCl3) 8 7. 19-7. 23 (m, 1H), 7. 67-7. 74 (m, 1H), 7. 79-7. 87 (m, 2H), 8. 55 (d, J = 2. 3 Hz, 1H), 8. 63 (d, J = 1. 7 Hz, 1H) ; MS (APCI) m/z= 300 [M+H] +.

The synthetic route of 59382-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 42048-11-3,Some common heterocyclic compound, 42048-11-3, name is 2-Chloro-6-iodotoluene, molecular formula is C7H6ClI, 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.

To a solution of 20a (5.0 g, 19.8 mmol) in CCL (50 mL) were added BPO (48.0 mg, 0.2 mmol) and NBS (3.52 g, 19.8 mmol) at room temperature. Tire resulting mixture was stirred at 90 C overnight, cooled to room temperature, concentrated. Tire residue was purified by silica gel chromatography column (PE) to afford 20b (3.0 g, 46%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-6-iodotoluene, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1542-34-3, name is 3,5-Difluoro-4-iodoaniline, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1542-34-3, Safety of 3,5-Difluoro-4-iodoaniline

Under ambient conditions, a solution of 3 (500 mg, 0.86 mmol) and sodium 1,1-dicyanoethene-2,2-dithiolate (480 mg, 2.57 mmol) in DMF (25 mL) was stirred at 55 C for 1 hour. Then 2-decyltetradecylamine (394 mg, 1.11 mmol) and 3,5-difluoroiodoaniline[2] (371 mg, 1.46 mmol) were added to the reaction mixture. The resulting purple black solution was stirred at 55 C for 12 hours, and water (200 mL) was added to quench the reaction. The product was extracted with CH2Cl2 (3 × 50 mL), and the combined organic solution was washed with water, brine, and dried over anhydrous MgSO4. After removing the solvent under reduced pressure, the crude product was purified by silica gel column chromatography with CH2Cl2 as eluent. Compound 1 was obtained as a purple red solid (yield: 10 %).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Synthetic Route of 42048-11-3, 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. 42048-11-3, name is 2-Chloro-6-iodotoluene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 55 (RR,SS)(3-[4-(3-chloro-2-methylphenyl)piperazin-1-yl]-2-[(2-methoxyphenyl)(1-naphthyl)methyl]-2-methyl-3-oxopropanenitrile) A mixture of 2-[(2-methoxy-phenyl)-naphthalen-1-yl-methyl]-2-methyl-3-oxo-3-piperazin-1-yl-propionitrile (442 mg, 1.05 mmol), 1-chloro-3-iodo-2-methyl-benzene (258 mg, 1.02 mmol), NaOtBu (140 mg, 1.45 mmol), Pd2(dba)3 (27 mg, 0.029 mmol), racemic BINAP (39 mg, 0.06 mmol) in toluene (5 mL) in a Carius tube was degassed with argon. The tube was sealed and placed in a preheated oil bath (80) for 21 hours. The sample was cooled, diluted with isopropyl acetate (50 mL), washed with brine then water, was dried over Na2SO4, filtered and concentrated to an oil. Chromatography on silica gel using 15% isopropyl acetate/hexane provided a foam which was recrystallized from ethyl acetate/hexane to provide 220 mg of the title compound as an amorphous white powder. 1H NMR 500 MHz (DMSO-D6): delta 7.99 (d, 1H, J=7.18 Hz), 7.88 (m, 2H), 7.80 (d, 1H, J=8.24 Hz), 7.55 (t, 1H, J=7.63 Hz), 7.42 (m, 2H), 7.23 (dt, 1H, J=8.56, 1.53 Hz), 7.14 (m, 4H), 7.12 (brs, 1H), 6.80 (t, 1 h, J=7.48 Hz), 4.01 (s, 3H), 2.26 (s, 3H), 1.64, (s, 3H); MS (ESI) m/z 538 ([M+H]+); Anal. calcd for C33H32ClN3O2: C, 73.66; H, 5.99; N, 7.81. Found: C, 73.98; H, 6.33; N, 7.46.

The synthetic route of 2-Chloro-6-iodotoluene has been constantly updated, and we look forward to future research findings.