80638-08-0

Basic information

• Product Name: N-cyclohexyl-N-methyl-o-nitrobenzylamine
• Synonyms: N-cyclohexyl-N-methyl-o-nitrobenzylamine;N-Cyclohexyl-N-methyl-2-nitrobenzenemethanamine;Einecs 279-522-8;N-(2-Nitrobenzyl)-N-methylcyclohexanamine;Bromhexine Impurity (N-(2-Nitrobenzyl)-N-cyclohexyl-N-methylamine);N-Cyclohexyl-N-methyl-2-nitrobenzylamine;N-methyl-N-[(2-nitrophenyl)methyl]cyclohexanamine
• CAS NO: 80638-08-0
• Molecular Formula: C₁₄H₂₀N₂O₂
• Molecular Weight: 248.3208
• EINECS: 279-522-8
• Mol File: 80638-08-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 350°Cat760mmHg
• Flash Point: 165.5°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 4.52E-05mmHg at 25°C
• Refractive Index: 1.56
• PKA: 8.27±0.20(Predicted)
• CAS DataBase Reference: N-cyclohexyl-N-methyl-o-nitrobenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-cyclohexyl-N-methyl-o-nitrobenzylamine(80638-08-0)
• EPA Substance Registry System: N-cyclohexyl-N-methyl-o-nitrobenzylamine(80638-08-0)

Safety Data

• Hazardous Substances Data: 80638-08-0(Hazardous Substances Data)

Usage

Uses

N-?Cyclohexyl-?N-?methyl-?2-?nitrobenzenemethanamine is an intermediate in the preparation of bromohexine tablets which is a mucolytic drug used in the treatment of respiratory disorders with excessive mucus.

InChI:InChI=1/C14H20N2O2/c1-15(13-8-3-2-4-9-13)11-12-7-5-6-10-14(12)16(17)18/h5-7,10,13H,2-4,8-9,11H2,1H3

Upstream product

• 100-60-7 N-methylcyclohexylamine 
• 1904-78-5 2-nitrobenzylamine 

Relevant articles and documents

Synthesis method of bromhexine drug intermediate N-methyl-N-o-nitro benzyl cyclohexylamine

The invention relates to a synthesis method of bromhexine drug intermediate N-methyl-N-o-nitro benzyl cyclohexylamine. The method comprises the following steps: feeding 600-650ml of cyclohexane and 0.69mol of N-methyl cyclohexylamine into a reaction vessel provided with a stirrer, a temperature gauge and a reflux condenser, and then slowly feeding 0.71-0.73mol of o-nitro benzyl amine into the reaction vessel; after that, continuously carrying out a reaction for 7-8 hours; feeding 200ml of sodium chloride solution into the reaction vessel, distilling to remove the cyclohexane, cooling the obtained solution to 10-13 DEG C, and feeding sodium sulfite solution into the cooled solution to adjust the pH of the solution to be 8-9; extracting the obtained solution by ethyl acetate, carrying out dehydration by a dehydrating agent, decoloring by a molecular sieve, and carrying out reduced pressure distillation to remove the ethyl acetate to obtain oily liquid; carrying out reduced pressure distillation, and collecting fraction at 105-110 DEG C to obtain the N-methyl-N-o-nitro benzyl cyclohexylamine, wherein the mass fraction of the sodium chloride solution is 15-20%, and the mass fraction of the sodium sulfite solution is 35-40%.