Tag: M.W=100-200

Electric Literature of 2687-12-9, A common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, molecular formula is C9H9Cl, 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.

To a DMF (7.0 mL) solution of N-Boc-p-toluenesulfonamide (1.00 g, 3.69 mmol) was added 60% sodium hydride (0.22 g, 5.53 mmol) at 0 C. The reaction mixture was stirred for 15 min at room temperature. To the mixture at 0 C were added cinnamyl chloride (0.675 g, 4.42 mmol) and 15-crown-5-ether (0.22 g, 3.69 mmol) at 0 C. The mixture was stirred for 12 h and poured into water (50 mL). The S19 organic layer was separated and the aqueous layer was extracted with AcOEt. The combined organic layer was washed with H2O (50 mL 2) and dried over MgSO4. The solvent was removed under reduced pressure. The residue was precipitated from n-hexane and filtered off to give the titled compound (1.35 g, 95%) as white powders.

The synthetic route of 2687-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Go, Takashi; Morimatsu, Akane; Wasada, Hiroaki; Tanabe, Genzoh; Muraoka, Osamu; Sawada, Yoshiharu; Yoshimatsu, Mitsuhiro; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2722 – 2729;,
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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. 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C8H9ClO2

5-dimethoxybenzene (10.0 g, 58 mmol) and N-bromosuccinimide (10.3 g, 58 mmol)Is dissolved in 1,2-diethylene chloride (200 ml) and stirred at room temperature for 24 hours.After completion of the reaction, the solvent was removed from the reaction solution through a rotary evaporator, followed by extraction with methylene chloride / distilled water, followed by column chromatography using a developing solvent of methylene chloride / hexane as a developing solvent to obtain 13.3 g of Intermediate 1.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 7051-16-3.

Reference:
Patent; LG Chem, Ltd.; Dankook University Cheonan Campus Industry-Academic Cooperation Foundation; Gu Gi-dong; Lee Gi-gon; Keum Su-jeong; Kim Gong-gyeom; Lee U-cheol; Lee Chil-won; Cha Jae-ryeong; Joo Yun-seok; (30 pag.)KR2018/106234; (2018); A;,
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Reference of 10272-06-7, These common heterocyclic compound, 10272-06-7, name is 3-Chloro-5-methoxyaniline, 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.

(5.0 g, 31.72 mmol) was added to a stirred solution of (2) (3.11 g,31.72 mmol) in Et20 (60 mL) at a The reaction mixture was stirred at rt for 4 hr. The resulting mixture was evaporated in vacuo to give the crude product. This was triturated with Et20 and dried in vacuo to give 5.0 g (61.7% yield) of pure product as an off-whitesolid, which was used without further purification in the next step. LCMS m/z 256 [M + H- 11, 25 [M + H + 11, 264 [M + H + 31; (99.4% purity). ?H NMR (400 MHz, DMSO-d6) oe12.89 (br s, 1H), 10.43 (s, 1H), 7.36 (dd, J = 2.0 Hz, J = 1.6 Hz, 1H), 7.16 (dd, J = 2.0 Hz, J = 2.0 Hz, 1H), 6.76 (dd, J = 2.4 Hz, J = 2.0 Hz, 1H), 6.44 (d, J = 12 Hz, 1H), 6.31 (d, J = 12 Hz, 1H), 3.75 (s, 3H).

The synthetic route of 10272-06-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FLATLEY DISCOVERY LAB, LLC; ZAWISTOSKI, Michael, P.; DESHPANDE, Asmita; COLE, Bridget, M.; (149 pag.)WO2017/117239; (2017); A1;,
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Synthetic Route of 6276-54-6, A common heterocyclic compound, 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, molecular formula is C3H9Cl2N, 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.

An aqueous sodium dicarbonate solution (3.5 g in 57 ml of water) and solid sodium chloride (7.5 g) were added at 0 C. to a suspension of 3-chloropropylamine hydrochloride (38 mmol) in DCM (77 ml), and the mixture was stirred for 30 minutes. A solution of Boc anhydride (1.2 eq.) in dichloromethane (20 ml) was then slowly added dropwise. The reaction mixture was stirred overnight at RT. The reaction mixture was extracted with dichloromethane, and the org. phase was washed with water and sat. sodium chloride solution, dried over sodium sulfate (anhydrous) and concentrated. The desired product was used in the next stage without being purified further.Yield: 83.7%

The synthetic route of 6276-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gruenenthal GmbH; US2010/222324; (2010); A1;,
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Related Products of 1303587-99-6,Some common heterocyclic compound, 1303587-99-6, name is 2-Chloro-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine, molecular formula is C6H6ClN3O, 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.

Synthesis of2-chloro-8-(2-(trifluoromethyl) benzyl)-7, 8-dihydro-6H-pyrimido [5, 4-b] [I, 4] oxazine [0458] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (150 mg, 0.87 mmol) in DMF (3 mL) under argon atmosphere were added sodium hydride (42 mg, 1.75 mmol) portion- wise for 5 min then l-(bromomethyl)-2-(trifluoromethyl) benzene (251 mg, 1.05 mmol) at 0 C. The reaction mixture was stirred for 1 h at 0 C. After consumption of the starting materials (monitored by TLC), the reaction was diluted with cold water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was washed with n-pentane (2 x 5 mL) to afford 2-chloro-8-(2-(trifluoromethyl) benzyl)-7, 8-dihydro-6H- pyrimido [5, 4-b] [1, 4] oxazine (160 mg, 55%) as an off-white solid. 1H-NMR (DMSO-<, 400 MHz): delta 7.79-7.77 (m, 2H), 7.65 (t, 1H), 7.52 (t, 1H), 7.40 (d, 1H), 4.95 (s, 2H), 4.29- 4.23 (m, 2H), 3.57-3.50 (m, 2H); LCMS: 329.8 (M+l); (column; X-Select CSH C-18 (50 3.0 mm, 3.5 mupiiota); RT 3.87 min. 0.05% Aq TFA: ACN; 0.80 mL/min); UPLC (purity): 92.4%; (column; Acquity UPLC BEH C-18 2.1 X 50 mm, 1.7 mupiiota); RT 2.57 min. ACN: 0.025% TFA (Aq); 0.50 mL/min; TLC: 30% EtOAc:hexanes (R 0.6). 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-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine, its application will become more common. Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
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Reference of 2106-02-7, 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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows.

Method FA mixture of the relevant substituted pyrazole-3-carboxylic acid (intermediate TV or IX5 1.0 mmol) and SOCl2 (10 mL) was stirred at 80 0C for 18 h. After cooling to rt the mixture was concentrated and the residue dried in vacuo. A mixture of the relevant arylamine (1.0 mmol), DMAP (12 mg, 0.10 mmol), DMF (0.5 mL) and pyridine (1 mL) was added. The mixture was stirred at 80 C for 21 h and concentrated in vacuo. The residue was purified by chromatography (EtO Ac/heptane).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-4-fluoroaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOLIPOX AB; WO2007/45868; (2007); A1;,
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Electric Literature of 3972-56-3, 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. 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(2) To 25 g of 4-tert-butylchlorobenzene synthesised in (1) above were added 20 g of sulfuryl chloride and a catalytic amount of benzoyl peroxide, and the temperature was elevated and the mixture was maintained at 100¡ã C. for 1 hour. Then, the mixture was distilled under reduced pressure to give 17.0 g of 2-(4-chlorophenyl)-2-methyl-1-chloropropane (bp.: 121¡ã-123¡ã C./10 mmHg).

The synthetic route of 1-tert-Butyl-4-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsuitoatsu Chemicals, Inc.; US4599362; (1986); A;,
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Application of 886762-39-6, These common heterocyclic compound, 886762-39-6, name is 3,4-Dichloro-2-fluoroaniline, 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.

Step 1 Synthesis of Compound 11Will DCl (0.84mL, 12M,)Add to 3,4-dichloro-2-fluoroaniline (1.8g) in D2O (25mL)In the solution, the reaction was stirred at 180 C for 60 min under microwave. Cool to room temperature, adjust pH to basic with saturated sodium bicarbonate solution, dichloromethane (50 mL x 3).The organic layer was washed with saturated brine.Dry over anhydrous sodium sulfate,filter,The filtrate was concentrated under reduced pressure to give a brown solid1.8g.

The synthetic route of 886762-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Ren Xingye; (37 pag.)CN110054613; (2019); A;,
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Synthetic Route of 1005-56-7, The chemical industry reduces the impact on the environment during synthesis 1005-56-7, name is O-Phenyl carbonochloridothioate, I believe this compound will play a more active role in future production and life.

To a solution of cholesterol (863 mg, 2.23 mmol) in CH2Cl2 (10 mL) were added pyridine (485 muL, 6.00 mmol) and phenyl chlorothionoformate (277 muL, 2.00 mmol) (For other substrates, CH3CN was used in place of CH2Cl2.). The mixture was stirred at room temperature for 50 min and diluted with EtOAc. The solution was washed with brine and dried over anhydrous MgSO4. After concentration, the residue was purified by flash chromatography on silica gel (hexane?hexane/EtOAc=10/1) to give thiocarbonate 5b (1.04 g, 1.99 mmol, 100%).

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, O-Phenyl carbonochloridothioate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kobayashi, Shoji; Kuroda, Hiroyuki; Ohtsuka, Yuta; Kashihara, Takashi; Masuyama, Araki; Watanabe, Kiyoshi; Tetrahedron; vol. 69; 10; (2013); p. 2251 – 2259;,
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Application of 2106-04-9, These common heterocyclic compound, 2106-04-9, name is 3-Chloro-2-fluoroaniline, 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.

Sodium nitrite (9.7 g, 0.14 mol) was dissolved in 25 mL of water and added to the solution cooled to -5 C.3-chloro-2-fluoroaniline (20.0 g, 0.14 mmol) in trifluoroacetic acid (100 mL),Sodium azide (9.1 g, 0.14 mol) dissolved in 5 mL of water was added dropwise to the reaction solution, and the mixture was dropped.The reaction mixture was stirred at 0 C for 2 hr then quThe organic phase is dried and filtered.After concentration, the title compound (18.7 g) was obtained.Used directly in the next step.

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Wu Yongyong; Song Zhiquan; Cai Jiaqiang; Zhu Jiawang; Wang Lichun; Wang Jingyi; (71 pag.)CN109867660; (2019); A;,
Chloride – Wikipedia,
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