Category: 69695-61-0

69695-61-0, name is 2-Chloro-4-(trifluoromethoxy)aniline, 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. Recommanded Product: 2-Chloro-4-(trifluoromethoxy)aniline

a) 2-Chloro-4-trifluoromethoxybenzenesulfonyl chloride 2-Chloro-4-trifluoromethoxyaniline is reacted to give the corresponding sulfonyl chloride by the same protocol as in Example 6a).

The synthetic route of 69695-61-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS DEUTSCHLAND GMBH; US2007/197539; (2007); A1;,
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. 69695-61-0, name is 2-Chloro-4-(trifluoromethoxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Chloro-4-(trifluoromethoxy)aniline

General procedure: Under argon condition [26], p-TsCl (p-toluenesulfonyl, 1.2 mmol) in 2 mL dichloromethane was injected to the 2 mL dichloromethane mixture of compounds 1-9 (1 mmol) and 4-dimethylaminopyridine (2.4 mmol) at reflux temperature. The aromatic amine or heteroaromatic amine (1.2 mmol) was injected to the reaction mixture 2 h later. The mixture was stirred for another 2 h. After removing solvent in vacuo, the residue was quenched with EtOAc and water, neutralized with sat. NaHCO3 solvent, the EtOAc layer was dried over anhydrous Na2SO4 and concentrated. The residue was chromatographed on silica gel (EtOAc-petroleum ether) to give target compounds. The structures of compounds 1a-9s were showed in the Supporting information.

According to the analysis of related databases, 69695-61-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Ye; Lei, Chao; Xu, Xiao-Yong; Shao, Xu-Sheng; Li, Zhong; Chinese Chemical Letters; vol. 27; 3; (2016); p. 321 – 324;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 69695-61-0, name is 2-Chloro-4-(trifluoromethoxy)aniline, 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 69695-61-0, Safety of 2-Chloro-4-(trifluoromethoxy)aniline

Example 98: A mixture of N-[l-(6-bromonaphthalen-2-yl)ethyl]acetamide (80 mg, 0.274 mmol), 2-chloro-4-trifluoromethoxyphenylamine (69.5 mg, 0.330 mmol), potassium tert- butoxide (43 mg, 0.384 mmol), BINAP (1.28 mg, 0.002 mmol), and 20 ml of toluene was flushed with nitrogen for 10 minutes, and then tris(dibenzylidineacetone)dipalladium(0) (0.63 mg, 0.00068 mmol) was added. The mixture was heated at 120 0C for 15 h, cooled, and concentrated under reduced pressure. The residue was taken into EtOAc, washed with water and brine, dried over sodium sulfate, and concentrated under reduced pressure. The crude material was purified by preparative TLC to afford N-{l-[6-(4- trifluo romethoxyphenylamino)naphthalen-2-yl] ethyl} acetamide as a brown sticky solid. LC/MS [M+H] 389.2. 1H-NMR (400MHz, DMSOd6) delta 8.524 (bs, IH), 8.264-8.281 (d, IH, J=6.8 Hz), 7.740-7.762 (d, IH, J=8.8 Hz), 7.649-7.670 (d, IH, J=8.4 Hz), 7.616 (s, IH), 7.458 (s, IH), 7.336-7.357 (d, IH, J=8.4 Hz), 7.184-7.224 (m, 4H), 4.973-5.007 (m, IH), 1.831 (s, 3H), 1.373-1.390 (d, 3H, J=6.8 Hz) ppm.

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-Chloro-4-(trifluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; SARMA, Pakala Kumara, Savithru; ACHARYA, Vinod, Parameshwaran; KASIBHATLA, Srinivas, Rao; TIWARI, Atul; REDDY, Vantaddu, Nagarjuna; BISCHOFF, Alexander; WO2010/127208; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 69695-61-0, These common heterocyclic compound, 69695-61-0, name is 2-Chloro-4-(trifluoromethoxy)aniline, 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 solution of 2-chloro-4-(trifluoromethoxy)phenylamine (9.0 g) was cooled at 0C, and concentrated hydrochloric acid (75 mL) was dropped slowly to its solution. The reaction mixture was stirred for 30 minutes, and sodium nitrite (3.73 g) was added to the reaction mixture. The reaction mixture was stirred for 40 minutes. An aqueous mixture solution of copper cyanide (4.65 g) and sodium cyanide (7.08 g) which been cooled off in 0C was added to the reaction mixture, and the reaction mixture stirred at room temperature for an hour. The reaction mixture was poured into 5N aqueous solution of sodium hydroxide which been cooled with ice, and extracted twice with ethyl acetate. The organic layer was washed by a saturated aqueous solution of sodium chloride, and dried with anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure. The obtained residue was purified by column chromatography on silica gel (high flash-SI, size 4L (made in Yamazen corporation), n-hexane?ethyl acetate/n-hexane=1/8) to obtain a title compound (7.36 g) having the following physical data. TLC:Rf 0.50 (n-hexane/ethyl acetate=20/1); 1H-NMR(CDCl3): delta 7.18 (m, I H), 7.37 (m, 1 H), 7.72 (d, J=8.6 Hz, 1 H).

The synthetic route of 69695-61-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONO Pharmaceutical Co., Ltd.; EP2154139; (2010); 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 69695-61-0 as follows. Recommanded Product: 69695-61-0

(e) Preparation of 5-Methanesulfonyl-pyridine-2-carboxylic acid (2-chloro-4-trifluoromethoxy- phenyl)-amide 7:2-Chloro-4-trifluoromethoxy-phenylamine (2.0 g, 9.29 mmol) in toluene (50 mL) was added to trimethylaluminum (2.0 M 4.65 mL) then methyl 5-(methylsulfonyl)picolinate 6 (1.0 g, 4.65 mol) was added and the mixture was heated to 80-90C for 2 h. The reaction was cooled down and IN HC1 solution (10 mL) was added to be acidic. Dichloromethane (100 mL) was then added and the organic phase was further washed with water (100 mL) and dried over sodium sulfate. The solvent was removed and the residue was mixed with ether (50 mL) and stirred for 0.5 h. The solid was filtered and dried to give 5-methanesulfonyl-pyridine-2-carboxylic acid (2- chloro-4-trifluoromethoxy-phenyl)-amide 7 as a light yellow solid. Yield: 1.26 g, 65%.1H-NMR (300 Hz, CDCI3) delta (ppm): 10.6 (s, 1H), 9.21 (m, 1H), 8.68 (dd, 1H), 8.52 (dd, 1H), 7.40 (dd, 1H),7.22 (m, 2H), 3.20 (s, 3H).

According to the analysis of related databases, 69695-61-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OSLO UNIVERSITY HOSPITAL HF; HOLSWORTH, Daniel; WAALER, Jo; MACHON, Ondrej; KRAUSS, Stefan; VORONKOV, Andrey Edward; GOLDING, Louise; WO2012/76898; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics