2-Methoxy-4-nitroaniline → Benzamide, 4-amino-N-(4-amino-2-methylphenyl)-

HRID 2287109Notes

Reaction equation

HRID 2287109 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:10]=2OC)=[O:7])=[CH:4][CH:3]=1.[CH3:20]OC1C=C([N+]([O-])=O)C=CC=1N.CC1C=C([N+]([O-])=O)C=CC=1N>>[NH2:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:10]=2[CH3:20])=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 73372-Methoxy-4-nitroanilineHCID 74412-Methyl-4-nitroanilineHCID 138398764-Amino-N-(4-amino-2-methoxyphenyl)benzamide

Product 1

HCID 4667032Benzamide, 4-amino-N-(4-amino-2-methylphenyl)-

Procedure

By operating as described under (a) above, but using, instead of 202 parts of 2-methoxy-4-nitro-aniline, 183 parts of 2-methyl-4-nitro-aniline, high yields of 4,4'-diamino-2'-methyl-benzanilide were obtained (melting point: 111°-115° C.).

Sources & evidence

ORD record
ord-3a7e62b98b4b416680b3508483b847c0
Source dataset
uspto-grants-1981_05
Patent number
US04269769

Reaction notes

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