Month: July 2021

Related Products of 139512-70-2, These common heterocyclic compound, 139512-70-2, name is 4-Chloro-5-fluorobenzene-1,2-diamine, 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.

Typical procedure: Mix Et3N (2.53 mg, 0.025 mmol), 2-phenylacetaldehyde 1a (30 mg, 0.25 mmol), benzene-1,2-diamine 2a (32.4 mg, 0.3 mmol), in toluene (2.5 mL) under O2 (1 atm). The reaction mixture was stirred at 60 C for 12 h. After cooling down to room temperature and concentrating in vacuum, the residue was purified by flash chromatography on a short silica gel (eluent: petroleum ether/ethyl acetate=20:1) to afford 47 mg (91%) of 3aa.

Statistics shows that 4-Chloro-5-fluorobenzene-1,2-diamine is playing an increasingly important role. we look forward to future research findings about 139512-70-2.

Reference:
Article; Zhang, Chun; Xu, Zejun; Zhang, Liangren; Jiao, Ning; Tetrahedron; vol. 68; 26; (2012); p. 5258 – 5262;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 32943-25-2, A common heterocyclic compound, 32943-25-2, name is 3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepine, molecular formula is C14H12ClN, 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.

Example 17 1-(3-(3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propyl)-4-piperidinecarboxylic acid hydrochloride. STR20 3-Chloro-10,11-dihydro-5H-dibenz[b,f]azepine (3.82 g, 16.6 mmol) was dissolved in toluene (20 ml). A solution of 3-chloropropionylchloride (2.53 g, 19.9 mmol) in toluene was added dropwise, and the resulting mixture was heated to 95 C. and stirred at that temperature for 30 minutes. The mixture was stirred overnight at room temperature. Further 3-chloropropionylchloride (2.53 g, 19.9 mmol) was added and the mixture was stirred at 95 C. for 1.5 h. After cooling, 0.2 M sodium hydroxide (10 ml) was added, and the phases were separated. The organic phase was diluted with more toluene (50 ml): and washed with first 0.2 M sodium hydroxide (6*10 ml) and then with more 0.2 M sodium hydroxide (3*20 ml) until the aqueous phase was alkaline. The organic phase was washed with water (3*15 ml), brine (25 ml), and dried (MgSO4). Evaporation in vacuo afforded 5.23 g (98%) of crude 3-chloro-1-(3-chloro-10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)-1-propanone as an oil. This was further purified by addition of a mixture of heptane and ethyl acetate (1:1). This afforded 3.14 g (59%) of the product as a solid.

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; Novo Nordisk A/S; US6110913; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7149-75-9, name is 4-Chloro-3-methylaniline, belongs to chlorides-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 7149-75-9, Safety of 4-Chloro-3-methylaniline

Alternatively, to a solution of 4-chloro-3-methyl aniline (20.0 g, 0.141 mol) in MEOH (400 mL) was added drop-wise dimethyl acetylenedicarboxylate (21.07 g, 0.148 mol). The reaction mixture was stirred at ambient temperature for 30 minutes. The solvent was removed by evaporation and the residue was added to stirred diphenyl ether (300 mL), which has been preheated to 250°C. After 30 minutes, the mixture was cooled to ambient temperature and the resulting precipitate was collected and washed with 1 L of hot petroleum ether to give a mixture (29.0 g) of 2-methoxycarbonyl-6-chloro-7-methyl-4-oxoquinoline and 2- methoxycarbonyl-6-chloro-5-methyl-4-oxoquinoline as a gray solid.The mixture was dissolved in boiling methanol (1 L) and filtered hot. The collected solids were boiled in 1.2 L of methanol and filtered hot to afford (6. 45 g, 16percent) of 2-METHOXYCARBONYL-6-CHLORO-7-METHYL-4-OXOQUINOLINE

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/52366; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 4535-90-4, name is 2-Chloro-N-methylethanamine hydrochloride, A new synthetic method of this compound is introduced below., COA of Formula: C3H9Cl2N

A suspension of N-Methyl-2-chloroethylammonium chloride (10 gm) in POCl3 (40 ml) was refiuxed (1350C) over night. After removing excess POCl3 under vacuum product 5i was distilled out under vacuum as light yellow oil and analyzed by 1H and 31P NMR spectroscopy to be pure.

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; THRESHOLD PHARMACEUTICALS, INC.; WO2007/2931; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 38762-41-3, 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. 38762-41-3, name is 4-Bromo-2-chloroaniline, This compound has unique chemical properties. The synthetic route is as follows.

A. Tert-butyl N-(4-bromo-2-chlorophenyl)carbamate A solution of 4-bromo-2-chloroaniline (5.00 g, 0.0242 mol) in tetrahydrofuran (50 mL) was reacted with a 1.0 M solution of sodium bis(trimethylsilyl)amide in tetrahydrofuran (53.2 mL, 0.0532 mol). The mixture was stirred 15 minutes at ambient temperature. Di-tert-butyl dicarbonate (6.34 g, 0.0290 mol) was added and the solution was stirred for 2 hours. The solvent was removed in vacuo, and the crude material was purified by flash column chromatography on silica using heptane/ethyl acetate (4:1). The solvent was removed in vacuo to give tert-butyl N-(4-bromo-2-chlorophenyl)carbamate as a white solid (4.214 g, 0.0137 mol). 1H NMR (DMSO-d6, 400 MHz) delta 8.75 (s, 1H), 7.71 (d, 1H), 7.54 (d, 1H), 7.50 (dd, 1H), 1.46 (s, 9H);

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

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 622-86-6, name is (2-Chloroethoxy)benzene, belongs to chlorides-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 622-86-6, name: (2-Chloroethoxy)benzene

A.27 Synthesis of [(PhOCH2CH2)2ImH]Cl (27) (2-chloroethoxy)benzene (5.02 g, 32.05 mmol) and l-(trimethylsilyl)imidazole (1.33 g, 9.48 mmol) and toluene (5 mL) were stirred at 1 10C for 7 days in complete darkness. The resultant biphasic mixture was cooled to room temperature and the top layer was discarded. The viscous bottom layer was dissolved in dichloromethane (1 mL) and pentane (50 mL) was added. The precipitated oil was washed with pentane (3×20 mL) and dried under high vacuum (3.27 g, quantitative). The product is an extremely viscous wax which solidifies completely over the course of several weeks. The following analytical data were obtained. *H NMR (CD2C12): delta 1 1.12 (s, 1H, NCHN), 7.57 (s, 2H, NCHCHN), 7.26 (t, 3JH-H= 7.7 Hz, 4H, m- CH), 6.97 (t, 4.8 Hz, 4H, 2xCH2), 4.39 (vt, 3JH-H= 4.8 Hz, 4H, 2xCH2). 13C NMR Patent; THE GOVERNING COUNCIL OF UNIVERSITY OF TORONTO; LANXESS Deutschland GmbH; MUELLER, Julia Maria; STEPHEN, Douglas; LUND, Clinton; SGRO, Michael; ONG, Christopher; CARIOU, Renan; WO2013/24119; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 6781-98-2, name is 2-Chloro-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., Product Details of 6781-98-2

General procedure: A test tube was charged with aryl chlorides (0.5 mmol, 1 eq), arylboronic acid (0.75 mmol, 1.5 eq), K3PO4 (1 mmol, 2 eq), H2O (0.5 mL), isopropanol (0.5 mL) and catalyst (0.0005-0.001 mmol) and the mixture was then stirred at room temperature. After the reaction was finished, the mixture was extracted three times with CH2Cl2 (3 x 2mL), dried over Na2SO4, filtered, and the solvent was removed under vacuum. Further purification of the product was achieved by flash chromatography on a silica gel column.

The synthetic route of 6781-98-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liu, Guiyan; Liu, Chengxin; Han, Fangwai; Wang, Zhongliang; Wang, Jianhui; Tetrahedron Letters; vol. 58; 8; (2017); p. 726 – 731;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, A new synthetic method of this compound is introduced below., COA of Formula: C7H7ClFN

General procedure: 2-Amino-5-bromonicotinic acid (250 mg, 1.15 mmol) was dissolved in 4 ml of DMF. The solution was cooled in an ice bath. Then to the solution were successively added HATU (460 mg, 1.21 mmol), DIPEA (210.68 mul, 1.21 mmol), (2,3-difluorophenyl)methanamine (173 mg, 1.21 mmol). The resulting solution was stirred at room temperature for 2 h and then the saturated sodium bicarbonate solution was added. The mixture was extracted with ethyl acetate (EA). The combined organic layers were dried over anhydrous Na2SO4 and concentrated under vacuum. The crude product was used in the next step without purification.

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:
Article; Zhang, Dengyou; Ai, Jing; Liang, Zhongjie; Li, Chunpu; Peng, Xia; Ji, Yinchun; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5169 – 5180;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Chloro-4-fluorobenzylamine

A mixture of intermediate 59 (200 mg, 0.54 mmol), 2-chloro-4-fluorobenzylamine (0.5 mL, 3.76 mmol) is heated at 100 C. (reaction block) for 2 days. The reaction mixture is cooled to RT. The corresponding N-Boc intermediate is not isolated. The reaction mixture is dissolved in EtOAc (10 mL) and hydrogen chloride is bubbled into the solution for 1 min, and the solution is stirred at RT overnight. The reaction mixture is neutralized, the solvent is evaporated, and the residue is purified by chromatography on silica gel; gradient elution with heptane:EtOAc (70:30-50:50) gives 73 mg of the product 101. LC/MS: 1.78 min, m/z 380 (M++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 15205-11-5.

Reference:
Patent; Aventis Pharmaceuticals Inc.; US2005/26916; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 39065-95-7, name is 4-(Chlorodifluoromethoxy)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C7H6ClF2NO

[00542] (R)-6-(3-Hydroxypyrrolidin-l-yl)-5-(pyrimidin-5-yl)nicotinic acid (Stage 170.1, 57.3 mg, 0.2 mmol), HOBT (43.5, 0.284 mmol) and EDC (42.2 mg, 0.22 mmol) were dissolved in 0.3 M NMM in DMF (0.8 niL) at RT. 4-(Chlorodifluoromethoxy)aniline (36.8 mg, 0.19 mmol) was added and the RM was stirred for 5 h. The RM was then diluted with EtOAc and washed with 10% NaHCC>3. The organic layer was dried over Na2S04, filtered and evaporated to dryness under reduced pressure. The residue was purified by flash chromatography (RediSep Silica gel column, DCM / MeOH, from 2 to 5% MeOH) and treated with Si-Thiol (50 mg) in MeOH to afford the title compound. HPLC Chiral (CHIRALPAK AD-H, 250 x 4.6 mm, eluent : EtOH/MeOH (50:50), 0.5 mL/min, UV 210 nm) tR = 21.89 min, UPLC-MS (Condition 3) tR = 0.95 min, m/z = 462.2 / 464.2 [M+H]+; XH-NMR (400 MHz, DMSO-d6) delta ppm 1.67 – 1.78 (m, 1 H) 1.80 – 1.89 (m, 1 H) 2.87 (d, J = 11.34 Hz, 1 H) 3.21 (m, J = 11.10, 4.90 Hz, 2 H) 3.33 – 3.44 (m, 1 H) 4.12 – 4.24 (m, 1 H) 4.87 (d, J = 3.52 Hz, 1 H) 7.33 (d, J = 8.60 Hz, 2 H) 7.77 – 7.89 (m, 2 H) 8.08 (d, J = 2.35 Hz, 1 H) 8.78 (d, J = 2.35 Hz, 1 H) 8.88 (s, 2 H) 9.18 (s, 1 H) 10.17 (s, 1 H).

The synthetic route of 39065-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GROTZFELD, Robert Martin; JONES, Darryl Brynley; MANLEY, Paul; MARZINZIK, Andreas; PELLE, Xavier Francois Andre; SALEM, Bahaa; SCHOEPFER, Joseph; SPIESER, erich Alois; WO2013/171640; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics