Cyanamide → 3-{4-Amino-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-thiazole-5-carbonyl}-benzonitrile

HRID 353761Notes

Reaction equation

HRID 353761 reaction equation
[N:1]#[C:2][NH2:3].[N:4]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[CH:9][CH:8]=1)=[C:5]=[S:6].[C:20]([C:22]1[CH:23]=[C:24]([CH:29]=[CH:30][CH:31]=1)[C:25](=[O:28])[CH2:26]Br)#[N:21]>>[NH2:1][C:2]1[N:3]=[C:5]([NH:4][C:7]2[CH:8]=[CH:9][C:10]([N:13]3[CH2:14][CH2:15][N:16]([CH3:19])[CH2:17][CH2:18]3)=[CH:11][CH:12]=2)[S:6][C:26]=1[C:25]([C:24]1[CH:23]=[C:22]([CH:31]=[CH:30][CH:29]=1)[C:20]#[N:21])=[O:28]

Participants

4

Reactant 3

HCID 9864CyanamideHCID 27358673-(2-Bromoacetyl)benzonitrileHCID 137183971-(4-Isothiocyanatophenyl)-4-methylpiperazine

Product 1

HCID 219589093-{4-Amino-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-thiazole-5-carbonyl}-benzonitrile

Procedure

This compound was prepared from cyanamide, 1-(4-isothiocyanatophenyl)-4-methylpiperazine (of Example 1) and 3-cyanophenacyl bromide (Maybridge Chemical Co. Ltd.) following the procedure used in Example 24. Mass spectrum (ES) MH+=419.

Sources & evidence

ORD record
ord-af600e6352d747ebb9637a9044b4785f
Source dataset
uspto-grants-2004_06
Patent number
US06756374B2

Reaction notes

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