1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl- → 2-(2,4-Bis(dimethylamino)benzoyl)5-aminobenzoic acid

HRID 437877Notes

Reaction equation

HRID 437877 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.[CH3:13][N:14]([CH3:24])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([N:21]([CH3:23])[CH3:22])[CH:16]=1>>[CH3:22][N:21]([CH3:23])[C:17]1[CH:16]=[C:15]([N:14]([CH3:24])[CH3:13])[CH:20]=[CH:19][C:18]=1[C:6]([C:5]1[CH:11]=[CH:12][C:2]([NH2:1])=[CH:3][C:4]=1[C:9]([OH:8])=[O:10])=[O:7]

Participants

3

Reactant 2

HCID 897151,3-Benzenediamine, N1,N1,N3,N3-tetramethyl-HCID 138143904-Aminophthalic anhydride

Product 1

HCID 233433702-(2,4-Bis(dimethylamino)benzoyl)5-aminobenzoic acid

Procedure

Condensation of 4-aminophthalic anhydride and N,N,N',N'-tetramethyl-m-phenylenediamine by the method of part A of Example 3 affords 2-(2,4-bis(dimethylamino)benzoyl)-5-aminobenzoic acid.

Sources & evidence

ORD record
ord-0962c616d07b48fa82d77fabe3f63c39
Source dataset
uspto-grants-1977_06
Patent number
US04032527

Reaction notes

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