Phosgene → HCID 45077458, compound

HRID 436985Notes

Reaction equation

HRID 436985 reaction equation
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]1[S:7][C:8]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:9]=2[N:10]=1>C(OCC)(=O)C>[CH3:15][C:12]1[CH:13]=[CH:14][C:8]2[S:7][C:6]([N:5]=[C:1]=[O:2])=[N:10][C:9]=2[CH:11]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 26889Benzothiazole, 2-amino-5-methyl-

Product 1

HCID 45077458HCID 45077458, compound

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-5-methylbenzothiazole (0.1 mole) is 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 mixture is cooled, and the solid product formed is recovered by filtration. The solid is then dried to yield the desired product 5-methylbenzothiazol-2-yl isocyanate dimer.

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. temperatureAfter this time the mixture is cooled
  7. customthe solid product formed
  8. filtrationis recovered by filtration
  9. customThe solid is then dried

Sources & evidence

ORD record
ord-f5e98baa512747cab75d2b8e2e9a6ff6
Source dataset
uspto-grants-1977_06
Patent number
US04029491

Reaction notes

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