1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl- → 3-(2,4-Bis(dimethylamino)phenyl)-3-(2-acetamido-4-(dimethylamino)phenyl)phthalide

HRID 839346Notes

Reaction equation

HRID 839346 reaction equation
[C:1]([NH:4][C:5]1[CH:21]=[C:20]([N:22]([CH3:24])[CH3:23])[CH:19]=[CH:18][C:6]=1[C:7]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12])=O)(=[O:3])[CH3:2].[CH3:25][N:26]([CH3:36])[C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([N:33]([CH3:35])[CH3:34])[CH:28]=1>>[CH3:34][N:33]([CH3:35])[C:29]1[CH:28]=[C:27]([N:26]([CH3:36])[CH3:25])[CH:32]=[CH:31][C:30]=1[C:7]1([C:6]2[CH:18]=[CH:19][C:20]([N:22]([CH3:24])[CH3:23])=[CH:21][C:5]=2[NH:4][C:1](=[O:3])[CH3:2])[C:9]2[C:10](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:11](=[O:13])[O:12]1

Participants

3

Reactant 2

HCID 897151,3-Benzenediamine, N1,N1,N3,N3-tetramethyl-HCID 233433712-(2-Acetamido-4-(dimethylamino)benzoyl)benzoic acid

Product 1

HCID 233433753-(2,4-Bis(dimethylamino)phenyl)-3-(2-acetamido-4-(dimethylamino)phenyl)phthalide

Procedure

Condensation of 2-(2-acetamido-4-(dimethylamino)-benzoyl)benzoic acid and N,N,N',N'-tetramethyl-m-phenylenediamine by the method of part B of Example 1 affords 3-(2,4-bis(dimethylamino)phenyl)-3-(2-acetamido-4-(dimethylamino)-phenyl)phthalide, the compound of part A of this example.

Sources & evidence

ORD record
ord-d4320e58b6cf4b9686dd2e700bb45b74
Source dataset
uspto-grants-1978_06
Patent number
US04094877

Reaction notes

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