Category: 164648-75-3

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. 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Amino-3,5-dichlorobenzylamine

(E)-tert-Butyl (4-amino-3,5-dichlorobenzylamino(amino)methylenecarbamate A mixture of 4-(aminomethyl)-2,6-dichlorobenzenamine (150 mg, 0.785 mmol), tert-butyl amino(methylthio)methylenecarbamate (157 mg, 0.825 mmol) and p-toluenesulfonic acid (142 mg, 0.825 mmol) in dichloromethane (4 mL) was stirred at rt for 2 days. The reaction mixture was concentrated under vacuum and purified by filtering through QAX anion exchange cartridge with methanol to provide the title compound as an off-white solid (260 mg, quantitative yield). 1H NMR (400 MHz, CD3OD) delta 1.453 (9H, s), 4.249 (2H, s), 7.162 (2H, s). HPLC retention time: 2.332 min (method A). MS (ESI) (M+H)+ 333.02.

According to the analysis of related databases, 164648-75-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/232581; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 164648-75-3,Some common heterocyclic compound, 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, molecular formula is C7H8Cl2N2, 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.

A mixture of 4-(aminomethyl)-2,6-dichlorobenzenamine (150 mg, 0.785 mmol), tert-butyl amino(methylthio)methylenecarbamate (157 mg, 0.825 mmol) and p-toluenesulfonic acid (142 mg, 0.825 mmol) in dichloromethane (4 mL) was stirred at RT for 2 days. The reaction mixture was concentrated under vacuum and purified by filtering through QAX anion exchange cartridge with methanol to provide the title compound as an off-white solid (260 mg, quantitative yield). 1H NMR (400 MHz, CD3OD) delta 1.453 (9H, s), 4.249 (2H, s), 7.162 (2H, s). HPLC retention time: 2.332 min (method A). MS (ESI) (M+H)+ 333.02.

The synthetic route of 164648-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/139523; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 164648-75-3,Some common heterocyclic compound, 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, molecular formula is C7H8Cl2N2, 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.

A mixture of 4-(aminomethyl)-2,6-dichlorobenzenamine (150 mg, 0.785 mmol), tert-butyl amino(methylthio)methylenecarbamate (157 mg, 0.825 mmol) and p-toluenesulfonic acid (142 mg, 0.825 mmol) in dichloromethane (4 mL) was stirred at RT for 2 days. The reaction mixture was concentrated under vacuum and purified by filtering through QAX anion exchange cartridge with methanol to provide the title compound as an off-white solid (260 mg, quantitative yield). 1H NMR (400 MHz, CD3OD) delta 1.453 (9H, s), 4.249 (2H, s), 7.162 (2H, s). HPLC retention time: 2.332 min (method A). MS (ESI) (M+H)+ 333.02.

The synthetic route of 164648-75-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/139523; (2008); 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. 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 164648-75-3

(E)-tert-Butyl (4-amino-3,5-dichlorobenzylamino(amino)methylenecarbamate A mixture of 4-(aminomethyl)-2,6-dichlorobenzenamine (150 mg, 0.785 mmol), tert-butyl amino(methylthio)methylenecarbamate (157 mg, 0.825 mmol) and p-toluenesulfonic acid (142 mg, 0.825 mmol) in dichloromethane (4 mL) was stirred at rt for 2 days. The reaction mixture was concentrated under vacuum and purified by filtering through QAX anion exchange cartridge with methanol to provide the title compound as an off-white solid (260 mg, quantitative yield). 1H NMR (400 MHz, CD3OD) delta 1.453 (9H, s), 4.249 (2H, s), 7.162 (2H, s). HPLC retention time: 2.332 min (method A). MS (ESI) (M+H)+ 333.02.

According to the analysis of related databases, 164648-75-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/232581; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 164648-75-3, A common heterocyclic compound, 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, molecular formula is C7H8Cl2N2, 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 F (1): To a solution of intermediate A (9 g, 0.047 mol) in dry THF under N2, diisopropyl ethylamine (8.2 ml, 0.047 mol) was added. The reaction mixture was cooled to 0 C. and then Boc anhydride (10.26 g, 0.047 mol) dissolved in dry THF (25 mL) was added drop wise maintaining the reaction temperature at 0 C. After the addition was over, the reaction mixture was allowed to reach room temperature and stirred for about 2 hrs. After ensuring the absence of the starting material, THF was removed under the vacuum and the resulting solid was dissolved in ethyl acetate. The organic layer was washed with water (25 mL), brine (25 mL), dried over anhydrous sodium sulfate and concentrated under vacuum to afford the product as pale yellow colored solid. The product was further purified by recrystallization using pet ether/ether. (9.9 g, 72.2%)

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; Bristol-Myers Squibb Company; US2007/232581; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 164648-75-3, A common heterocyclic compound, 164648-75-3, name is 4-Amino-3,5-dichlorobenzylamine, molecular formula is C7H8Cl2N2, 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 suspension of Intermediate D (150 mg, 413 umol) and Intermediate A (157.8 mg, 826 umol) in CH2Cl2 (6.4 mL) was added DIPEA (143 uL, 821 umol). The mixture was stirred at rt overnight. Solvents were removed in vacuo. The residue was loaded onto a silica gel chromatography column, and eluted with a 0 to 75% EtOAc/hexane gradient to afford the pure product (181.8 mg, 87% yield). LC-MS (M+H)+=506. LC-MS RT (column 1)=2.806/4.00. 1H NMR (500 MHz, CD3OD, rotamers seen): 67.23-7.15 (m, 3.3H), 7.14-7.08 (m, 0.7H), 6.73 (t, J=7.3 Hz, 0.7H), 6.63-6.55 (m, 1.7H), 6.49 (d, J=7.9 Hz, 0.6H), 4.42-4.30 (m, 2H), 4.19-4.14 (dd, J=2.4, 8.9 Hz, 0.3H), 4.11-4.06 (dd, J=2.4, 9.5 Hz, 0.7 Hz), 3.86-3.80 (m, 0.7H), 3.56-3.48 (m, 0.3H), 3.31-3.24 (m, 1H), 2.41-2.28 (m, 1H), 2.22-2.14 (m, 1H), 2.11-2.03 (m, 2H), 1.47 (s, 2.7H), 1.34 (s, 6.3H). 13C NMR (500 MHz, CD3OD, rotamers seen): delta 177.56, 163.08, 155.35, 147.07, 140.60, 129.23, 128.94, 127.74, 127.60, 127.53, 119.27, 118.03, 115.86, 112.90, 112.11, 83.69, 79.56, 78.45, 65.96, 64.55, 49.16, 43.28, 43.15, 31.56, 31.47, 27.44, 27.21, 24.01, 23.91.

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; Bristol-Myers Squibb Company; US2007/232679; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics