Water → Phenyl 1,3,4-thiadiazol-2-ylcarbamate
Reaction equation
[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH2:6].Cl[C:8]([O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:9].O>CN(C)C(=O)C>[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH:6][C:8](=[O:9])[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
1,3,4-Thiadiazol-2-amine (253 mg, 2.50 mmol) in N,N-dimethylacetamide (3 mL) was stirred with phenyl chloroformate (392 μL, 3.13 mmol) at room temperature for one day. Water was added to the reaction mixture, and the precipitated solid was collected by filtration, washed with water and hexane and dried under reduced pressure to give the title compound as a colorless solid (418 mg, yield 76%).
Workup
- filtrationthe precipitated solid was collected by filtration
- washwashed with water and hexane
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-b8f2225237f1486bb3750b413c9bb529
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09216999B2
Reaction notes
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