4-Nitroaniline → 4,4'-Dinitrocarbanilide

HRID 986691

Reaction equation

HRID 986691 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].[N+:13]([C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1)([O-:15])=[O:14]>CN(C)C=O>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]([NH:20][C:19]2[CH:21]=[CH:22][C:16]([N+:13]([O-:15])=[O:14])=[CH:17][CH:18]=2)=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 74754-NitroanilineHCID 66012Benzene, 1-isocyanato-4-nitro-

Product 1

HCID 95094,4'-Dinitrocarbanilide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1,3-Di-(4-nitrophenyl)urea was prepared by the dropwise addition of a solution of p-nitrophenylisocyanate (16.4 g, 0.1 mole) in dimethyl formamide (150 ml) to a solution of p-nitroaniline (13.8 g, 0.1 mole) in dimethylformamide (130 ml) at 4° C. 1,3-Di-(4-nitrophenyl)urea precipitated slowly as a yellow solid.

Workup

  1. custom1,3-Di-(4-nitrophenyl)urea precipitated slowly as a yellow solid

Sources & evidence

ORD record
ord-48fb78d541bd4ce0b49cf744de89c6e0
Source dataset
uspto-grants-1987_12
Patent number
US04714838

Linked notes

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