Amidinothiourea → 4-(2-Acetylaminomethylthiazol-5-yl)-2-(diaminomethyleneamino)thiazole dihydrobromide

HRID 1491844Notes

Reaction equation

HRID 1491844 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[S:7][C:8]([C:11](=O)[CH2:12][Br:13])=[CH:9][N:10]=1)(=[O:3])[CH3:2].[NH2:15][C:16](=[N:18][C:19]([NH2:21])=[S:20])[NH2:17]>CC(C)=O>[BrH:13].[BrH:13].[C:1]([NH:4][CH2:5][C:6]1[S:7][C:8]([C:11]2[N:21]=[C:19]([N:18]=[C:16]([NH2:17])[NH2:15])[S:20][CH:12]=2)=[CH:9][N:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 2724563AmidinothioureaHCID 189538062-Acetylaminomethyl-5-bromoacetylthiazole

Product 1

HCID 189539034-(2-Acetylaminomethylthiazol-5-yl)-2-(diaminomethyleneamino)thiazole dihydrobromideYield 42.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-acetylaminomethyl-5-bromoacetylthiazole (6.30 g) and diaminomethylenethiourea [(H2N)2C=NCSNH2 ] (1.77 g) in acetone (90 ml) was refluxed for 10 hours with stirring. The resulting precipitate was collected by filtration to give 4-(2-acetylaminomethyl-thiazol-5-yl)-2-(diaminomethyleneamino)thiazole dihydrobromide (2.21 g).

Workup

  1. temperaturewas refluxed for 10 hours
  2. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-4f3dd8982b1f4a2c9205d33965cb0824
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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