Phosgene → 5-Bromothiazol-2-yl Isocyanate
Reaction equation
[NH2:1][C:2]1[S:3][C:4]([Br:7])=[CH:5][N:6]=1.[C:8](Cl)(Cl)=[O:9]>C(OCC)(=O)C>[Br:7][C:4]1[S:3][C:2]([N:1]=[C:8]=[O:9])=[N:6][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Amino-5-bromothiazole (19.0 grams) and a saturated solution of phosgene in ethyl acetate (200 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture was heated at reflux with stirring for a period of about 3 hours. After this time the reaction mixture was cooled and filtered to recover the desired product 5-bromothiazol-2-yl isocyanate dimer as a fine yellow powder.
Workup
- customequipped with a mechanical stirrer
- temperaturethermometer and reflux condenser
- temperatureThe reaction mixture was heated
- temperatureat reflux
- temperatureAfter this time the reaction mixture was cooled
- filtrationfiltered
- customto recover the desired product 5-bromothiazol-2-yl isocyanate dimer as a fine yellow powder
Sources & evidence
- ORD record
- ord-86977c1649e6431e9deae02fed40496b
- Source dataset
- uspto-grants-1978_10
- Patent number
- US04118390
Reaction notes
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