Phosgene → 7-Bromobenzothiazol-2-yl isocyanate

HRID 973156Notes

Reaction equation

HRID 973156 reaction equation
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]1[S:7][C:8]2[C:14]([Br:15])=[CH:13][CH:12]=[CH:11][C:9]=2[N:10]=1>C(OCC)(=O)C>[Br:15][C:14]1[C:8]2[S:7][C:6]([N:5]=[C:1]=[O:2])=[N:10][C:9]=2[CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 203571127-Bromo-1,3-benzothiazol-2-amine

Product 1

HCID 536464587-Bromobenzothiazol-2-yl isocyanate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A saturated solution of phosgene in ethyl acetate (200 ml) is charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. 2-Amino-7-bromobenzothiazole (0.1 mole) is added with stirring. After this time the mixture is cooled, and the solid product formed is recovered by filtration. The solid is then dried to yield the desired product 7-bromobenzothiazol-2-yl isocyanate dimer.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturethermometer and reflux condenser
  3. temperatureAfter this time the mixture is cooled
  4. customthe solid product formed
  5. filtrationis recovered by filtration
  6. customThe solid is then dried

Sources & evidence

ORD record
ord-f5ba892229bc41d6bd1e693bd474618d
Source dataset
uspto-grants-1977_10
Patent number
US04055569

Reaction notes

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