Carbon Disulfide → [1,3]Thiazolo[5,4-b]pyridine-2(1H)-thione
Reaction equation
[NH2:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[CH:6][CH:7]=1.[C:9](=[S:11])=[S:10]>CN(C=O)C>[NH:1]1[C:2]2[CH:7]=[CH:6][CH:5]=[N:4][C:3]=2[S:11][C:9]1=[S:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 6.43 g (50.0 mmols) of 3-amino-2-chloropyridine, 50 ml of carbon disulfide and 50 ml of DMF was heated under reflux for 6 days. An excess of carbon disulfide was evaporated under reduced pressure, and the residue was poured into 300 ml of ice water with stirring. The precipitated crystals was taken out by filtration and dried to afford 7.57 g (yield: 90%) of pyrido[3,2-d]thiazo-line-2-thione.
Workup
- temperaturewas heated
- temperatureunder reflux for 6 days
- customAn excess of carbon disulfide was evaporated under reduced pressure
- additionthe residue was poured into 300 ml of ice water
- filtrationThe precipitated crystals was taken out by filtration
- customdried
Sources & evidence
- ORD record
- ord-8942ed11f1d2461db98673c7d5d75d84
- Source dataset
- uspto-grants-1991_10
- Patent number
- US05053408
Reaction notes
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