Phosgene → HCID 54247192, compound

HRID 1764460Notes

Reaction equation

HRID 1764460 reaction equation
[NH2:1][C:2]1[S:3][C:4]([F:7])=[CH:5][N:6]=1.[C:8](Cl)(Cl)=[O:9]>C(OCC)(=O)C>[F: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 100803855-Fluoro-1,3-thiazol-2-amine

Product 1

HCID 54247192HCID 54247192, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-Amino-5-fluorothiazole (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-fluorothiazol-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-fluorothiazol-2-yl isocyanate dimer

Sources & evidence

ORD record
ord-5c4dff44133245c5b121868f9aa2b048
Source dataset
uspto-grants-1978_09
Patent number
US04116969

Reaction notes

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