Cysteamine Hydrochloride → N-cyano-N'-{2-[(4-methylthiazol-2-yl)methylthio]ethyl}-S-methylisothiourea
Reaction equation
Cl[CH2:2][C:3]1[S:4][CH:5]=[C:6]([CH3:8])[N:7]=1.Cl.[NH2:10][CH2:11][CH2:12][SH:13].C[O-].[Na+].[C:17]([N:19]=[C:20](SC)[S:21][CH3:22])#[N:18]>>[C:17]([NH:19][C:20](=[N:10][CH2:11][CH2:12][S:13][CH2:2][C:3]1[S:4][CH:5]=[C:6]([CH3:8])[N:7]=1)[S:21][CH3:22])#[N:18]Participants
5
Procedure
When 2-chloromethyl-4-methylthiazole [prepared from 2-hydroxymethyl-4-methylthiazole and thionyl chloride] is reacted with cysteamine hydrochloride and about two equivalents of a strong base such as sodium methoxide and the resultant amine treated with dimethyl cyanodithioimidocarbonate there is produced N-cyano-N'-{2-[(4-methylthiazol-2-yl)methylthio]ethyl}-S-methylisothiourea. When the latter compound is reacted with propargylamine according to the general procedure of Example 4, there is produced N-cyano-N'-(2-propyn-1-yl)-N"-{2-[(4-methylthiazol-2-yl)methylthio]ethyl}guanidine.
Sources & evidence
- ORD record
- ord-3d9e14aaa8c745f9be83d310232341f1
- Source dataset
- uspto-grants-1980_04
- Patent number
- US04200578
Reaction notes
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