N,N-dimethyl-1-(4-nitrophenyl)methanamine

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CAS:15184-96-0
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CAS:15184-96-0
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N,N-dimethyl-1-(4-nitrophenyl)methanamine Basic information
Product Name:N,N-dimethyl-1-(4-nitrophenyl)methanamine
Synonyms:N,N-Dimethyl-1-(4-nitrophenyl);N,N-dimethyl-1-(4-nitrophenyl)methanamine;N,N-DiMethyl-4-nitrobenzylaMine;Benzenemethanamine, N,N-dimethyl-4-nitro-
CAS:15184-96-0
MF:C9H12N2O2
MW:180.2
EINECS:
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Mol File:15184-96-0.mol
N,N-dimethyl-1-(4-nitrophenyl)methanamine Structure
N,N-dimethyl-1-(4-nitrophenyl)methanamine Chemical Properties
Melting point 118-119 °C
Boiling point 146-148 °C(Press: 18 Torr)
density 1.141±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka7.93±0.28(Predicted)
AppearanceLight yellow to brown Liquid
Safety Information
HS Code 2921490090
MSDS Information
N,N-dimethyl-1-(4-nitrophenyl)methanamine Usage And Synthesis
Synthesis Reference(s)The Journal of Organic Chemistry, 38, p. 912, 1973 DOI: 10.1021/jo00945a015
Synthetic Communications, 12, p. 801, 1982 DOI: 10.1080/00397918208061920
Synthesis
Dimethylamine

124-40-3

4-Nitrobenzyl bromide

100-11-8

N,N-dimethyl-1-(4-nitrophenyl)methanamine

15184-96-0

To a solution of 4-nitrobenzyl bromide (10.8 g, 0.05 mol) in acetonitrile (50 mL) was added an excess of dimethylamine (50 mL) and stirred at room temperature for 3 hours. Upon completion of the reaction, water (100 mL) was added to dilute the reaction mixture, which was subsequently extracted twice with dichloromethane (CH2Cl2, 2 x 50 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product N,N-dimethyl-4-nitrobenzylamine.

References[1] Medicinal Chemistry, 2016, vol. 12, # 5, p. 489 - 498
[2] European Journal of Medicinal Chemistry, 2014, vol. 86, p. 257 - 269
[3] Archiv der Pharmazie, 2014, vol. 347, # 12, p. 936 - 949
[4] Patent: WO2006/123145, 2006, A1. Location in patent: Page/Page column 58
[5] Journal of the American Chemical Society, 1983, vol. 105, # 13, p. 4136 - 4142
N,N-dimethyl-1-(4-nitrophenyl)methanamine Preparation Products And Raw materials
Raw materialsDimethylamine-->Dimethylamine hydrochloride-->4-Nitrobenzaldehyde-->4-Nitrobenzyl bromide
Preparation Products4-AMINO-N,N-DIMETHYLBENZYLAMINE-->4-AMINO-N,N-DIMETHYL-BENZENEMETHANAMINE DIHYDROCHLORIDE
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