3,3'-Dichlorobenzidine → C.I. Pigment Yellow 14

HRID 2395189

Reaction equation

HRID 2395189 reaction equation
C[C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH:11]([N:15]=[N:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][C:26]([N:29]=[N:30][CH:31]([C:35]([NH:37][C:38]4[CH:43]=[CH:42][C:41](C)=[CH:40][C:39]=4[CH3:45])=[O:36])[C:32]([CH3:34])=[O:33])=[C:25]([Cl:46])[CH:24]=3)=[CH:19][C:18]=2[Cl:47])[C:12]([CH3:14])=[O:13])=[O:10])=[C:4]([CH3:48])[CH:3]=1.ClC1C=C(C2C=CC(N)=C(Cl)C=2)C=CC=1N>>[CH3:45][C:39]1[C:38]([NH:37][C:35]([CH:31]([N:30]=[N:29][C:26]2[CH:27]=[CH:28][C:23]([C:20]3[CH:21]=[CH:22][C:17]([N:16]=[N:15][CH:11]([C:9]([NH:8][C:5]4[C:4]([CH3:48])=[CH:3][CH:2]=[CH:7][CH:6]=4)=[O:10])[C:12]([CH3:14])=[O:13])=[C:18]([Cl:47])[CH:19]=3)=[CH:24][C:25]=2[Cl:46])[C:32]([CH3:34])=[O:33])=[O:36])=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

3

Reactant 2

HCID 70703,3'-DichlorobenzidineHCID 73462Diarylide Yellow

Product 1

HCID 93006C.I. Pigment Yellow 14

Procedure

The pigment suspension was prepared similarly to C.I. Pigment Yellow 13 by coupling 77 g of tetrazotized 3,3'-dichlorobenzidine (42 g of sodium nitrite) with 112 g of acetoacet-2-methylanilide.

Sources & evidence

ORD record
ord-9bf38e723e1746b8ac38eb7e5f590d3f
Source dataset
uspto-grants-1998_09
Patent number
US05814140

Linked notes

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