Methyl Isocyanate → HCID 12940769, compound

HRID 1388081Notes

Reaction equation

HRID 1388081 reaction equation
[CH2:1]([CH:3]([NH:6][C:7]1[C:8]([N+:19]([O-:21])=[O:20])=[C:9]([C:12]([CH3:18])=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16])[CH2:10][OH:11])[CH2:4][CH3:5])[CH3:2].[CH3:22][N:23]=[C:24]=[O:25]>C(N(CC)CC)C.C1C=CC=CC=1>[CH3:22][NH:23][C:24](=[O:25])[O:11][CH2:10][C:9]1[C:12]([CH3:18])=[CH:13][C:14]([N+:15]([O-:17])=[O:16])=[C:7]([NH:6][CH:3]([CH2:4][CH3:5])[CH2:1][CH3:2])[C:8]=1[N+:19]([O-:21])=[O:20]

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 1566883-((1-Ethylpropyl)amino)-6-methyl-2,4-dinitrobenzyl alcohol

Product 1

HCID 12940769HCID 12940769, compoundYield 91.6%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 241BenzeneSolvent

Procedure

A mixture of 3-[(1-ethylpropyl)amino]-6-methyl-2,4-dinitrobenzyl alcohol (1.0 g; 0.0033 mol), methyl isocyanate (used in excess over theory), triethylamine (1 drop) and benzene (10 ml) is refluxed for 2 hours. The precipitated solid is collected to afford 1.1 g (91.6%) title product, melting point 117°-120° C.

Workup

  1. temperatureis refluxed for 2 hours
  2. customThe precipitated solid is collected

Sources & evidence

ORD record
ord-ec62fe8161db42eb8527308958ce52da
Source dataset
uspto-grants-1984_02
Patent number
US04430114

Reaction notes

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