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

Description

N-Cyclohexyl-N-methyl-o-nitrobenzylamine is an organic compound that serves as an intermediate in the synthesis of various pharmaceuticals. It is characterized by its cyclohexyl and methyl groups attached to a nitrobenzylamine moiety, which contributes to its reactivity and potential applications in drug development.

Uses

Used in Pharmaceutical Industry:
N-Cyclohexyl-N-methyl-o-nitrobenzylamine is used as an intermediate in the preparation of bromohexine tablets, which are mucolytic drugs. These tablets are specifically utilized in the treatment of respiratory disorders characterized by excessive mucus production. N-Cyclohexyl-N-methyl-o-nitrobenzylamine plays a crucial role in the synthesis process, enabling the development of effective medications to alleviate respiratory issues.

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%.