Isothiocyanic acid, p-dimethylaminophenyl ester → N-[2,6-bis(1-Methylethyl)phenyl]-2-[[[[4-(dimethylamino)phenyl]amino]thioxomethy](diphenylmethyl)amino]acetamide

HRID 465659

Reaction equation

HRID 465659 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[S:11])=[CH:5][CH:4]=1.[CH3:13][CH:14]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]([CH3:24])[CH3:23])[C:17]=1[NH:25][C:26](=[O:42])[CH2:27][NH:28][CH:29]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH3:15].CC(C1C=CC=C(C(C)C)C=1NC(=O)CNCC(C1C=CC=CC=1)C1C=CC=CC=1)C>>[CH3:15][CH:14]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]([CH3:23])[CH3:24])[C:17]=1[NH:25][C:26](=[O:42])[CH2:27][N:28]([C:10]([NH:9][C:6]1[CH:7]=[CH:8][C:3]([N:2]([CH3:12])[CH3:1])=[CH:4][CH:5]=1)=[S:11])[CH:29]([C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[CH3:13]

Participants

4

Reactant 3

HCID 75047Isothiocyanic acid, p-dimethylaminophenyl esterHCID 1645639N-[2,6-bis(1-Methylethyl)phenyl]-2-[(diphenylmethyl)amino]acetamideHCID 19874997N-[2,6-bis(1-Methylethyl)phenyl]-2-[(2,2-diphenylethyl)amino]acetamide

Product 1

HCID 86746182N-[2,6-bis(1-Methylethyl)phenyl]-2-[[[[4-(dimethylamino)phenyl]amino]thioxomethy](diphenylmethyl)amino]acetamide

Procedure

When in the procedure of Example 80 an appropriate amount of 4-dimethylaminophenylisothiocyanate was substituted for ethyl isocyanato acetate and an appropriate amount of the product of Example 4 was substituted for the product of Example 70 and the general procedure of Example 80 was followed the title compound was obtained. Total yield, 0.38 g (33%).

Sources & evidence

ORD record
ord-d1ae2efd19294a3f888d5f51c5dcd1a9
Source dataset
uspto-grants-1992_10
Patent number
US05153226

Linked notes

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