Phosgene → HCID 23062251, compound

HRID 1111586Notes

Reaction equation

HRID 1111586 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-15e01f75a2544268bcbf2b994ec6808d
Source dataset
uspto-grants-1978_10
Patent number
US04118390

Reaction notes

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