2-Methoxy-4-nitroaniline → HCID 577458, compound

HRID 2287108Notes

Reaction equation

HRID 2287108 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.COC1C=C([N+]([O-])=O)C=CC=1N.[Cl:32]C1C=CC=CC=1N[N+]([O-])=O>>[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[Cl:32])=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 73372-Methoxy-4-nitroanilineHCID 138398764-Amino-N-(4-amino-2-methoxyphenyl)benzamideHCID 20336182HCID 20336182, compound

Product 1

HCID 577458HCID 577458, compound

Procedure

By operating as described under (a) above, but using, instead of 202 parts of 2-methoxy-4-nitro-aniline, 207 parts of 2-chloro-nitro-aniline, high yields of 4,4'-diamino-2'-chloro-benzanilide were obtained (melting point: 194°-197° C.).

Sources & evidence

ORD record
ord-413240b6d74c4e2caccb1ad23e841591
Source dataset
uspto-grants-1981_05
Patent number
US04269769

Reaction notes

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