Category: 95-81-8

Application of 95-81-8, 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. 95-81-8, name is 2-Chloro-5-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference Example 6 4-(4-Hydroxyanilino)-6-(2-chloro-5-methylanilino)pyrimidine The title compound was prepared in a similar manner to that of Reference Example 4 from 4-(4-hydroxyanilino)-6-chloropyrimidine (Reference Example 5) by reaction with 2-chloro-5-methylaniline in butan-1-ol in the presence of catalytic concentrated hydrochloric acid. The mixture was heated at reflux for 18 hours, concentrated and the residue purified by column chromatography eluding with DCMN:MeOH: concentrated ammonia (94:5:1). Yield 84%. NMR: 2.26 (3H, s), 5.85 (1H, s), 6.68 (2H, d), 6.93 (1H, d), 7.19 (2H, d), 7.32 (1H, d), 7.46 (1H, s), 8.09 (1H, s), 8.44 (1H, s), 8.69 (1H, s), 9.11 (1H, s); m/z 327 (MH+).

The synthetic route of 2-Chloro-5-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6632820; (2003); B1;,
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. 95-81-8, name is 2-Chloro-5-methylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H8ClN

(A-82-21) tert-Butyl 4-(2-chloro-5-methylphenylcarbamoyl)-3-[4-cyclopropyl-5-(3-isobutylcyclobutyl)isoxazol-3-yl]butanoate Mono-tert-butyl 3-[4-cyclopropyl-5-(3-isobutylcyclobutyl)isoxazol-3-yl]glutarate (2.83 g) and DMF (28 mL) were mixed. After an addition of 2-chloro-5-methylphenylamine (1.184 g), HOBt.H2O (1.28 g) and WSC.HCl (1.60 g) to the resultant solution, the mixture was stirred at RT for 2 days. To the reaction mixture was added saturated aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate, water and brine, then dried over sodium sulfate. The sodium sulfate was filtered off and the filtrate was concentrated in vacuo. The resultant residue was purified by silica gel column chromatography (Eluent: ethyl acetate/hexane=1/15?1/10?1/8) to give the title compound (1.241 g).

The synthetic route of 95-81-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JAPAN TOBACCO INC.; US2012/322837; (2012); 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. 95-81-8, name is 2-Chloro-5-methylaniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H8ClN

Example 1 Benzoyl chloride (21.9 g) was added dropwise to a stirred mixture of ammonium thiocyanate (13.2 g) in acetone (95 ml) and the mixture stirred for a further 20 minutes at room temperature. A solution of 6-chloro-m-toluidine (22.1 g) in acetone (30 ml) was added dropwise with stirring, the mixture stirred for a further 30 minutes at room temperature and then heated under reflux for 5 minutes. The mixture was added to water, the solid collected, dissolved in aqueous sodium hydroxide (10%; 95 ml) acidified to pH 5 with hydrochloric acid and rebasified to pH 9 with aqueous ammonia. The solid was filtered and recrystallized from toluene to give 1-(6-chloro-m-tolyl)thiourea, m.p. 152-4.

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; SCHERING AGROCHEMICALS LIMITED; EP337616; (1989); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 95-81-8, These common heterocyclic compound, 95-81-8, name is 2-Chloro-5-methylaniline, 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 C.; A solution of sodium nitrite (0.67 g, 9.94 mmol) and H2O (2.06 mL) was added dropwise at 0 C. to a solution of 2-chloro-5-methylbenzenamine (1.2 g, 8.29 mmol) in 12N HCl (12.8 mL) and TFA (2.5 mL). The reaction mixture was stirred at 0 C. for 1 h followed by the dropwise addition of a solution of tin(II)chloride (3.5 g, 18.2 mmol) in 12N HCl (4.9 mL) and H2O (0.7 ml) at 0 C. The reaction mixture stirred for 15 h at 20 C. and was filtered to give 1-(2-chloro-5-methylphenyl)hydrazine hydrochloride as a white solid (0.84 g, 4.3 mmol).

Statistics shows that 2-Chloro-5-methylaniline is playing an increasingly important role. we look forward to future research findings about 95-81-8.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/27178; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 95-81-8, The chemical industry reduces the impact on the environment during synthesis 95-81-8, name is 2-Chloro-5-methylaniline, I believe this compound will play a more active role in future production and life.

Reference Example 12 4-Chloro-6-(2-chloro-5-methylanilino)pyrimidine Tetramethylene sulphone (10 ml) was added to 4,6-dichloropyrimidine (25.0 g, 170 mmol) and heated to 125 C. 2-Chloro-5-methylaniline (11.90 g, 84 mmol) was added portion wise over 20 mins. The reaction mixture was heated at 125 C. for 2 hours. The reaction was allowed to cool to room temperature and DCM (200 ml) was added. The mixture was basified to pH 9-10 with methanolic ammonia and evaporated onto silica (15 g). The residue was purified by column chromatography eluding with EtOAc:isohexane (10:90) to give a white solid (12.25 g, 29%). NMR (300 MHz): 2.3 (s, 3H), 6.7 (s, 1H), 7.0 (d, 1H), 7.4 (d, 1H), 7.5 (s, 1H), 8.4 (s, 1H), 9.4 (s, 1H); m/z 254 (MH+).

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-5-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AstraZeneca AB; US6632820; (2003); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 95-81-8, A common heterocyclic compound, 95-81-8, name is 2-Chloro-5-methylaniline, molecular formula is C7H8ClN, 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 62 N-((4-Chlorophenyl)methyl)-4-hydroxy-5-methyl-3-quinolinecarboxamide [] A mixture of 2-chloro-5-methylaniline (2.83 g) and diethyl ethoxymethylenemalonate (4.04 mL) is heated at 135 C for 2 h. The resulting mixture is diluted with diphenyl ether (40 mL) and heated to reflux with a Dean-Stark trap for 1 h. The mixture is allowed to cool to rt and is then poured into hexane (50 mL). The solid is filtered and is washed with hexane (20 mL) and hexane/diethyl ether (1/1, 2 x 30 mL) to afford 4.89 g of the 8-chloro-6-methyl-quinolinecarboxylate ethyl ester. The ethyl ester (2.0 g) is dissolved in acetic acid (150 mL) along with NaOAco3 H2O (1.12 g) and 5% palladium on carbon (750 mg). The mixture is placed under hydrogen pressure (28 psi) in a Parr hydrogenator for 3 h. The mixture is filtered through a plug of celite, concentrated in vacuo, and suspended in water (10 mL). The crude product is filtered, washed with water, and recrystallized (DMF) to afford 964 mg of the 5-methyl-quinolinecarboxylate ethyl ester. The resulting ester (463 mg) and 4-chlorobenzylamine (2.43 mL) are heated at 190 C for 1 h. The resulting mixture is diluted with toluene (5 mL) and allowed to cool to rt affording a white solid. The crude product is filtered, washed with toluene (2 mL) followed by hexane (4 mL), and then recrystallized successively from acetic acid/water then ethyl acetate to afford 426 mg of the title compound as a white solid. Physical characteristics are as follows: Mp 205-6 C.1H NMR (300 MHz, DMSO) delta 12.50, 10.46, 8.64, 7.55, 7.47, 7.37, 7.15, 4.51, 2.83.13C NMR (100 MHz, DMSO) delta 179.47, 165.26, 143.30, 141.17, 140.60, 139.33, 132.26, 131.80, 129.75, 128.77, 127.97, 125.04, 117.56, 112.18, 41.84, 24.21IR (mull) 3404, 2924, 2855, 1645, 1628, 1604, 1574, 1545, 1498, 1467, 1459, 1342, 1224, 1170, 1097, 1016, 816, 783, 75 cm-1.HRMS (FAB) Found, 326.0803.MS (ESI-) for C18H15ClN2O2m/z 325 (M-H)-.

The synthetic route of 95-81-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacia & Upjohn Company LLC; EP1042295; (2005); B1;,
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. 95-81-8, name is 2-Chloro-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H8ClN

Preparation of (2-chloro-5-methyl-phenyl)urea (Intermediate 7) A solution of 2-chloro-5-methylaniline (10 g, 70.6 mmol) and potassium cyanate (14.3 g, 176 mmol) in a mixture of acetic acid (340 mL) and water (34 mL) was stirred at room temperature during 4 hours. The solvent was evaporated and the residue taken into a mixture of CH2Cl2 and an aqueous saturated solution of NaHCO3. The precipitate was filtered, washed with dichloromethane and dried under vacuum to give 12.6 g (97%) of intermediate 7. 1H NMR [(CD3)2SO] delta8.05 (s, 1H, NH), 7.96 (s, 1H), 7.23 (d, 1H), 6.75 (d, 1H), 6.37 (br s, 2H), 2.24 (s, 3H).

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 95-81-8.

Reference:
Patent; Bernardelli, Patrick; Ducrot, Pierre; Lorthiois, Edwige; Vergne, Fabrice; US2002/198198; (2002); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 95-81-8, 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. 95-81-8, name is 2-Chloro-5-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Reference Example 6 4-(4-Hydroxyanilino)-6-(2-chloro-5-methylanilino)pyrimidine The title compound was prepared in a similar manner to that of Reference Example 4 from 4-(4-hydroxyanilino)-6-chloropyrimidine (Reference Example 5) by reaction with 2-chloro-5-methylaniline in butan-1-ol in the presence of catalytic concentrated hydrochloric acid. The mixture was heated at reflux for 18 hours, concentrated and the residue purified by column chromatography eluding with DCMN:MeOH: concentrated ammonia (94:5:1). Yield 84%. NMR: 2.26 (3H, s), 5.85 (1H, s), 6.68 (2H, d), 6.93 (1H, d), 7.19 (2H, d), 7.32 (1H, d), 7.46 (1H, s), 8.09 (1H, s), 8.44 (1H, s), 8.69 (1H, s), 9.11 (1H, s); m/z 327 (MH+).

The synthetic route of 2-Chloro-5-methylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6632820; (2003); B1;,
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. 95-81-8, name is 2-Chloro-5-methylaniline, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

Example 1 Benzoyl chloride (21.9 g) was added dropwise to a stirred mixture of ammonium thiocyanate (13.2 g) in acetone (95 ml) and the mixture stirred for a further 20 minutes at room temperature. A solution of 6-chloro-m-toluidine (22.1 g) in acetone (30 ml) was added dropwise with stirring, the mixture stirred for a further 30 minutes at room temperature and then heated under reflux for 5 minutes. The mixture was added to water, the solid collected, dissolved in aqueous sodium hydroxide (10%; 95 ml) acidified to pH 5 with hydrochloric acid and rebasified to pH 9 with aqueous ammonia. The solid was filtered and recrystallized from toluene to give 1-(6-chloro-m-tolyl)thiourea, m.p. 152-4.

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; SCHERING AGROCHEMICALS LIMITED; EP337616; (1989); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 95-81-8, 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. 95-81-8, name is 2-Chloro-5-methylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 2A 10.0 g (70.6 mmol) of 2-chloro-5-methyl-aniline were dissolved in 38 ml hydrochloric acid (20% in water). At -5C a solution of 5.36 g (77.7 mmol) of sodium nitrite in 70 ml water was added drop wise within 40 min and kept at this temperature for further 30 min. The cold solution was added drop wise to a solution of 40.2 g (178 mmol) of tin(ll)-chlohde dihydrate in 48 ml of hydrochloric acid (32% in water), maintaining the temperature at -100C. The resulting suspension was heated to 25C and stirred for 12 h. The suspension was cooled to 00C and 350 ml sodium hydroxide (40% in water) were added. The solution was extracted with ethyl acetate three times. The organic layers were collected, extracted with water and dried over magnesium sulphate. Filtration and evaporation of the solvent under reduced pressure yielded the hydrazine as a solid. (9.6 g, 87% of theory).HPLC-MS (Method 1 ): RT: 0.90 minMS (ESI pos): m/z = 157/159 (Cl) (M+H)+ and 140/142 (Cl) (M-NH3+H)+.

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-5-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/68617; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics