1-Cyano-2,3-dimethylisothiourea → S-[2-((1,2,5-Thiadiazol-3-yl)methylthio)ethyl]-N-cyano-N'-methylisothiourea

Reaction equation

BrCC1C=NSN=1.[S:8]1[N:12]=[CH:11][C:10]([CH2:13][S:14][CH2:15][CH2:16][SH:17])=[N:9]1.[C:18]([NH:20][C:21](=[N:24][CH3:25])SC)#[N:19]>>[S:8]1[N:12]=[CH:11][C:10]([CH2:13][S:14][CH2:15][CH2:16][S:17][C:21](=[N:24][CH3:25])[NH:20][C:18]#[N:19])=[N:9]1

Participants

Reactant 3

HCID 1111031-Cyano-2,3-dimethylisothiourea

HCID 133468803-(Bromomethyl)-1,2,5-thiadiazole

HCID 203874332-((1,2,5-Thiadiazol-3-yl)methylthio)ethane thiol

Product 1

HCID 20387419S-[2-((1,2,5-Thiadiazol-3-yl)methylthio)ethyl]-N-cyano-N'-methylisothiourea

Procedure

Conversion of 3-bromomethyl-1,2,5-thiadiazole into 2-((1,2,5-thiadiazol-3-yl)methylthio)ethane thiol by the procedure of Example 1 and treatment of this product with N-cyano-N',S-dimethylisothiourea according to the procedure of Example 2 leads to the production of the title compound.

Sources & evidence

ORD record: ord-fe251bbbab8543ccafc7ddfad2a7e125
Source dataset: uspto-grants-1979_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04173644

Reaction notes

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