Phosgene → HCID 18916378, compound

HRID 436983Notes

Reaction equation

HRID 436983 reaction equation
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]1[S:7][C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1>C(OCC)(=O)C>[S:7]1[C:8]2[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=[C:6]1[N:5]=[C:1]=[O:2]

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 8706Benzo(d)thiazol-2-amine

Product 1

HCID 18916378HCID 18916378, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A saturated solution of phosgene in ethyl acetate (1200 ml) is charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. 2-Aminobenzothiazole (100.0 grams; 0.67 mole) is then added with stirring. After the addition is completed, the reaction mixture is heated at reflux for a period of about one hour. After this time the reaction mixture is evaporated to dryness to yield the desired product benzothiazol-2-yl isocyanate dimer as a yellow solid having a melting point of 250° to 252° C.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. additionAfter the addition
  4. temperaturethe reaction mixture is heated
  5. temperatureat reflux for a period of about one hour
  6. customAfter this time the reaction mixture is evaporated to dryness

Sources & evidence

ORD record
ord-326b183e6caa465bacee449fa41b4c85
Source dataset
uspto-grants-1977_06
Patent number
US04029491

Reaction notes

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