1,3,4-Thiadiazol-2-amine → Ethyl [(1,3,4-thiadiazol-2-ylamino)thioxomethyl]carbamate
Reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[N:5][N:6]=1.[CH2:7]([O:9][C:10]([N:12]=[C:13]=[S:14])=[O:11])[CH3:8]>C(#N)C>[S:3]1[CH:4]=[N:5][N:6]=[C:2]1[NH:1][C:13]([NH:12][C:10](=[O:11])[O:9][CH2:7][CH3:8])=[S:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 24 °C
Procedure
To a stirred solution of 19.2 g (190 mM) of 2-amino-1,3,4-thiadiazole in 200 ml of acetonitrile were added in one portion 25 g (190 mM) of ethoxycarbonyl isothiocyanate. The reaction mixture was stirred at 24° C for sixteen hours. The precipitate was collected by filtration, washed three times with ethyl acetate and dried to provide 35 g (80% yield) of [(1,3,4-thiadiazol-2-ylamino)thioxomethyl]carbamic acid, ethyl ester.
Workup
- filtrationThe precipitate was collected by filtration
- washwashed three times with ethyl acetate
- customdried
Sources & evidence
- ORD record
- ord-22d2cbbba1374010b989d6629dada6f1
- Source dataset
- uspto-grants-1992_03
- Patent number
- US05093324
Reaction notes
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