Sec-Butylamine → N-sec-Butyl-3,4-dimethyl-2,6-dinitroaniline

HRID 261285Notes

Reaction equation

HRID 261285 reaction equation
[CH:1]([NH2:5])([CH2:3][CH3:4])[CH3:2].Cl[C:7]1[C:8]([N+:18]([O-:20])=[O:19])=[C:9]([CH3:17])[C:10]([CH3:16])=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14]>C(O)C>[CH:1]([NH:5][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([CH3:16])=[C:9]([CH3:17])[C:8]=1[N+:18]([O-:20])=[O:19])([CH2:3][CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 24874Sec-ButylamineHCID 134551024-Chloro-3,5-dinitro-o-xylene

Product 1

HCID 12767672N-sec-Butyl-3,4-dimethyl-2,6-dinitroaniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(-)-sec-Butylamine [prepared according to L. Verbit and P. J. Heffron, Journal of Organic Chemistry 32, 3199 (1967)] was reacted with 4-chloro-3,5-dinitro-o-xylene as by the general procedure of Example 5 to give a yellow-orange solid with melting point 37° C. to 38.5° C., [α]D25° =-51.38° (c 2.071, ethanol). Concentrations, abbreviated c herein, are measured in grams per 100 ml. of solution.

Workup

  1. concentrationConcentrations

Sources & evidence

ORD record
ord-91a4658378b44716b564fe04bf1af4f7
Source dataset
uspto-grants-1979_08
Patent number
US04165231

Reaction notes

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