Month: June 2021

Reference of 33786-89-9,Some common heterocyclic compound, 33786-89-9, name is 5-Chloro-m-phenylenediamine, molecular formula is C6H7ClN2, 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.

STR4 Using the above description one ordinarily skilled in the art can make and use the compounds of this invention. Specific embodiments of the invention are provided below. Structures and names of the embodied compounds are found summarized in CHART C. The examples below serve to illustrate the invention and are not intended to limit the invention in any manner. Example 1. Synthesis of N-(3-azido-5-ehlorophenyl)-N’-cyano-N”-(1,1dimethylpropyl)guanidine. Chart A. Step A-2. A stirred solution of 5-chloro-1,3-phenylenediamine (A-1, X is Cl, 1.93 g, 13.5 mmol) in 55 mL of dichloromethane is cooled to 0 C. and di-tert-butyl dicarbonate (2.96 g, 13.5 mmol) is added. The reaction mixture is stirred at 20-25 C. for 5 days and then concentrated. The residue is purified by medium pressure liquid chromatography using 25% ethyl acetate in hexane to afford 2.20 g of 3-amino-5-chlorophenylcarbamic acid, 1,1-dimethylethyl ester. (A-2) mp 85-87 C.; IR (mull) 3439, 3357, 3328, 2926, 1691, 1613, 1589, 1524, 1475, 1438, 1391, 1366, 1311, 1274, 1240, 1159, 851 cm-1; 1 H NMR (CDCl3) delta6.77 (bs, 1 H), 6.64 (m, 1 H), 6.39 (bs, 1 H), 6.34 (m, 1 H), 3.73 (bs, 2 H), 1.50 (s, 9 H); 13 C NMR (CDCl3) delta152.1, 147.8, 139.9, 134.8, 109.4, 108.2, 102.6, 80.5, 28.2; Analysis calculated for C11 H15 CIN2 O2: C, 54.44; H, 6.23; N, 11.54; Cl, 14.61. Found: C, 54.27; H, 6.50; N, 10.96; Cl, 13.99.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-m-phenylenediamine, its application will become more common.

Reference:
Patent; The Upjohn Company; US5525742; (1996); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, 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. Quality Control of Cinnamyl chloride

General procedure: Aryl, benzyl or allyl halides (1.0mmol), arylboronic acid (1.2mmol), K2CO3 (1.5mmol), C1 (5×10-6 mol%) and H2O (2.0mL) were added into a sealed tube and the mixture was stirred at 60C for a few hours. After the reaction, the aqueous phase was extracted with ethyl acetate for 3 times (3×7mL). Then the combined organic layers were dried over anhydrous Na2SO4, concentrated under vacuum and purified by column chromatography.

The synthetic route of Cinnamyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Article; Luo, Kaixiu; Zhang, Lu; Yang, Rui; Jin, Yi; Lin, Jun; Carbohydrate Polymers; vol. 200; (2018); p. 200 – 210;,
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Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13726-14-2, The chemical industry reduces the impact on the environment during synthesis 13726-14-2, name is 4-Chloro-3-methoxyaniline, I believe this compound will play a more active role in future production and life.

General procedure: Procedure B: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.), and substituted aniline (1.0-1.05 equiv.), and DIPEA (1.2 equiv.) in isopropanol (0.1 M) was stirred and heated at reflux. The reaction time, work-up, and product isolation procedure are described below.

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-3-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
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Related Products of 29671-92-9,Some common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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.

Example 7 Synthesis of 2-amino-8-chloro-3H-benzo[4,5]furo[3,2-d]pyrimidin-4-one; To a solution of S-amino-S-chlorobenzofuran-l-carboxylic acid methyl ester (5.0 g, 22.16 mmol, 1 eq) in sulfolane (25 ml) is added chloroformamidine hydrochloride (3.82 g, 33.24 mmol, 4.5 eq) at 100 0C and the reaction mixture is stirred further at 160 0C for an hour, it is cooled down to 50 0C and diluted with methanol (75 ml), the precipitated product is filtered off, dried in vacuo at 80 0C. A yellowish solid (3.85 g, 16.34 mmol, 73.73%) is obtained.1H NMR (DMSO-de): 7.67 (dd, IH), 7.82 (d, IH), 8.06 (d, IH)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Carbamimidic chloride hydrochloride, its application will become more common.

Reference:
Patent; CELLZOME (UK) LTD.; WO2008/62013; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 64628-73-5, 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. 64628-73-5, name is 3-Chloro-4-(trifluoromethoxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-Bromo-7-fluoro-1H-indole-2-carboxylic acid ethyl ester (200 mg, 0.7 mmol) was dissolved in toluene (16 mL), and Pd2 (dba) 3 (64 mg, 0.07 mmol) and Davephos (55 mg) were sequentially added. , 0.14mmol) and K3PO4 (401mg, 2.1mmol, 2.1mLH2O), after stirring well, 3-methoxy-5-trifluoromethylaniline (444mg, 2.10mmol) in toluene (4mL) was added, argon Under protection, the reaction was refluxed overnight with a small amount of starting material remaining. Cool to room temperature, concentrate, add EA (30mL) to dissolve the residue, 6N hydrochloric acid (10mL × 2), wash with saturated brine (20mL × 3), wash with water (20mL × 2), column chromatography (P / E = 20: 1 10: 1) to obtain 225 mg of off-white solid, yield 81.2%, melting point: 143-145 C.

The synthetic route of 3-Chloro-4-(trifluoromethoxy)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Xu Boling; Chen Xiaoguang; Cui Guonan; Lai Fangfang; Zhou Jie; Ji Ming; Wang Xiaoyu; Du Tingting; Li Ling; Jin Jing; (144 pag.)CN110483366; (2019); A;,
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2268-05-5, name is 2,6-Dichlorofluorobenzene, belongs to chlorides-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. SDS of cas: 2268-05-5

tert-Butyl 4-(3-oxo-2,3-dihydro-1H-indazol-1-yl)benzoate (300 mg; 0.97 mmol; 1.00 eq.), 1,3-dichloro-2-fluoro-benzene (1.59 g; 9.67 mmol; 10.0 eq.), potassium carbonate -325Mesh (267 mg; 1.93 mmol; 2.00 eq.) and 1-methyl-2-pyrrolidinone (5.00 mL) were stirred at 200 C for 4 hours in a sealed tube. The reaction mixture was cooled, diluted in ethyl acetate (50 mL) and water (50 mL). The pH of the aqueous layer was adjusted to 1 using a 3 M solution of hydrochloric acid. The aqueous layer was extracted with ethyl acetate (50 mL). The combined organic layers were dried over MgSO4,concentrated and purified by preparative HPLC.4-(3-(2,6-dichlorophenoxy)-1H-indazol-1-yl)benzoic acid was isolated as a beige solid (120 mg; 29.0 %).1H NMR (DMSO-d6) delta: 7.47 – 7.35 (m, 2H), 7.75 – 7.61 (m, 5H), 7.92 – 7.86 (m, 1H), 8.00 (d,J =8.7 Hz, 1H), 8.10 – 8.04 (m, 2H), 13.02 (s, 1H).MS-ESIm/z399 [MH+].

The synthetic route of 2268-05-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ouvry, Gilles; Bouix-Peter, Claire; Ciesielski, Fabrice; Chantalat, Laurent; Christin, Olivier; Comino, Catherine; Duvert, Denis; Feret, Christophe; Harris, Craig S.; Lamy, Laurent; Luzy, Anne-Pascale; Musicki, Branislav; Orfila, Danielle; Pascau, Jonathan; Parnet, Veronique; Perrin, Agnes; Pierre, Romain; Polge, Gaelle; Raffin, Catherine; Rival, Yves; Taquet, Nathalie; Thoreau, Etienne; Hennequin, Laurent F.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5802 – 5808;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 2106-04-9 as follows. Formula: C6H5ClFN

Preparation of compound 18[00187] A solution of compound 17 (5g, 0.034mol) in DMF (50mL) was added a DMF solution (50mL) of NBS (6.05 g, 0.034 mol) drop-wise at room temperature. After 16h, the reaction mixture was diluted with ethyl acetate (lOOmL) and washed with brine (2xl00mL). The separated organic phase was dried over Na2S04 and concentrated to give the title compound 18 as an oil (5.0g, 65% yield). ESI-MS (M+H)+: 223.92.

According to the analysis of related databases, 2106-04-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TONG, Youzhi; WO2011/29392; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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 56961-77-4 as follows. Quality Control of 1-Bromo-2,3-dichlorobenzene

Under a nitrogen atmosphere, and added at 80 will have diphenylamine (37.5g),1- bromo-2,3-dichlorobenzene (50.0g), Pd-132 (Johnson Matthey) (0.8 g of ), NaOtBu(32.0g) and xylene (500ml) was heated in a flask and stirred for 4 hours, the temperature was raised to 120 up, and further heated with stirring for 3 hours. Thereaction mixture was cooled until room temperature, water and ethyl acetate to carry outa liquid. Then, the use of silica gel column chromatography (eluent: toluene / heptane =1/20 (volume ratio)) to be purified, is obtained 2,3-dichloro -N, N- diphenyl aniline(63.0g) .

According to the analysis of related databases, 56961-77-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kwansei Gakuin School Corporation; Tian, Shanzuoci; Zhong, Zhongzongyiliang; Zhong, Daoguiyi; Ping, Jingdagui; Xiao, Yeyangping; Zhi, Lianyizhi; Ni, Jingping; Song, Xiawusi; Sheng, Tianlizhao; (405 pag.)CN105431439; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 933190-51-3, 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. 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-ethylpyridin-2-amine (394 mg, 3.23 mmol) in DMF (8 mL) was added NaH (129 mg, 60% dispersion in mineral oil, 3.23 mmol) under N2 atmosphere at room temperature and stirred for another 0.5 h. To this mixture was added 8-bromo-6-chloroimidazo[1,2-b]pyridazine (0.3 g, 1.3 mmol). After 20 h stirring at room temperature, saturated NH4Cl solution was added and the reaction mixture was extracted with ether (200 mL) and washed with water (2×50 mL), then brine (2×50 mL). After drying and filtration, it was concentrated to afford 6-chloro-N-(5-ethylpyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (785 mg, crude) as a yellow solid that was used directly without further purification. LC-MS: [M+1]+=274, tR=1.726 min.

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, 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu; US2013/109661; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1435-48-9,Some common heterocyclic compound, 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, molecular formula is C6H3Cl2F, 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.

In a 500 mL closed four-mouth reaction bottle,Add 65% concentrated nitric acid 100mL and 98% concentrated sulfuric acid 200mL, stir and control temperature 50 C,66.0 g of 2,4-dichlorofluorobenzene was slowly added dropwise, and the reaction was carried out for 2 hours, and the temperature was kept for 2 hours after the completion of the dropwise addition.Stop stirring, cool and let stand, after the material is completely layered, separate the liquid.The organic phase is washed twice with sodium carbonate solution.Unreacted under reduced pressure2,4-dichlorofluorobenzene obtained 104.3 g of 1,2,6-trifluoronitrobenzene,The yield was 99.3%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dichloro-1-fluorobenzene, its application will become more common.

Reference:
Patent; Zhejiang University Of Technology Shangyu Institute Co., Ltd.; Fang Biao; Xu Meng; Ke Junliang; (6 pag.)CN109400459; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics