Phosgene → HCID 23062251, compound

HRID 1764458Notes

Reaction equation

HRID 1764458 reaction equation
[NH2:1][C:2]1[S:3][C:4]([Cl:7])=[CH:5][N:6]=1.[C:8](Cl)(Cl)=[O:9]>C(OCC)(=O)C>[Cl:7][C:4]1[S:3][C:2]([N:1]=[C:8]=[O:9])=[N:6][CH:5]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 389422-Amino-5-chlorothiazole

Product 1

HCID 23062251HCID 23062251, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-Amino-5-chlorothiazole (19.0 grams) and a saturated solution of phosgene in ethyl acetate (200 ml) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. The reaction mixture is heated at reflux with stirring for a period of about 3 hours. After this time the reaction mixture is cooled and filtered to recover the desired product 5-chlorothiazol-2-yl isocyanate dimer.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureThe reaction mixture is heated
  4. temperatureat reflux
  5. temperatureAfter this time the reaction mixture is cooled
  6. filtrationfiltered
  7. customto recover the desired product 5-chlorothiazol-2-yl isocyanate dimer

Sources & evidence

ORD record
ord-2dc2033a1ee4481f9a588a1e69a219e4
Source dataset
uspto-grants-1978_09
Patent number
US04116969

Reaction notes

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