Phosgene → 5,5,7-Trimethyl-4,5,6,7-tetrahydrobenzothiazol-2-yl isocyanate

HRID 2058852Notes

Reaction equation

HRID 2058852 reaction equation
[C:1](Cl)(Cl)=[O:2].[NH2:5][C:6]1[S:7][C:8]2[CH:14]([CH3:15])[CH2:13][C:12]([CH3:17])([CH3:16])[CH2:11][C:9]=2[N:10]=1>C(OCC)(=O)C>[CH3:16][C:12]1([CH3:17])[CH2:11][C:9]2[N:10]=[C:6]([N:5]=[C:1]=[O:2])[S:7][C:8]=2[CH:14]([CH3:15])[CH2:13]1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 205484722-Amino-5,5,7-trimethyl-4,5,6,7-tetrahydrobenzothiazole

Product 1

HCID 539537435,5,7-Trimethyl-4,5,6,7-tetrahydrobenzothiazol-2-yl isocyanate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A saturated solution of phosgene in ethyl acetate (200 ml) and 2-amino-5,5,7-trimethyl-4,5,6,7-tetrahydrobenzothiazole (6.0 grams) were charged into a glass reaction vessel equipped with a mechanical stirrer and reflux condenser. The reaction mixture was heated at reflux for a period of about 5 hours. After this time the reaction was stripped of solvent and unreacted starting materials to yield the desired product 5,5,7-trimethyl-4,5,6,7-tetrahydrobenzothiazol-2-yl-isocyanate dimer as a brown crystalline solid.

Workup

  1. customequipped with a mechanical stirrer
  2. temperaturereflux condenser
  3. temperatureThe reaction mixture was heated
  4. temperatureat reflux for a period of about 5 hours

Sources & evidence

ORD record
ord-fc67364661a3414db3e181a530f590b6
Source dataset
uspto-grants-1982_03
Patent number
US04319914

Reaction notes

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