Phosgene → 7-Bromobenzothiazol-2-yl isocyanate

HRID 442372Notes

Reaction equation

HRID 442372 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-895cb88f3f1545f18997e51cfc3e251d
Source dataset
uspto-grants-1977_08
Patent number
US04045446

Reaction notes

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