Ammonia → 5-(2-Chloroethyl)-1,3,4-thiadiazol-2-amine
Reaction equation
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].[Cl:6][CH2:7][CH2:8][C:9](O)=O.O.N>S(=O)(=O)(O)O>[Cl:6][CH2:7][CH2:8][C:9]1[S:4][C:3]([NH2:5])=[N:2][N:1]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 75 °C
Procedure
Thiosemicarbazide (10 g, 111 mmol) is added in portions to a solution of 3-chloropropionic acid (10 g, 92 mmol) in concentrated sulfuric acid. The mixture is heated with stirring at 75° C. for 1 hour. After cooling to room temperature the reaction mixture id added slowly to water and the resulting solution is brought to pH 7 by addition of aqueous ammonia solution. The titled product precipitates as a yellow solid which is removed by filtration and dried.
Workup
- temperatureThe mixture is heated
- temperatureAfter cooling to room temperature the reaction mixture id
- customThe titled product precipitates as a yellow solid which
- customis removed by filtration
- customdried
Sources & evidence
- ORD record
- ord-900e21fc089548998abaeb12ea741dbe
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08017608B2
Reaction notes
Loading…