Phosgene → HCID 54278952, compound

HRID 1419713Notes

Reaction equation

HRID 1419713 reaction equation
[NH2:1][C:2]1[C:10]2[S:9][C:8]([S:11][CH3:12])=[N:7][C:6]=2[C:5]([Cl:13])=[CH:4][C:3]=1[F:14].[O:15]=[C:16](Cl)OC(Cl)(Cl)Cl.C(Cl)(Cl)=O>C1(C)C=CC=CC=1>[Cl:13][C:5]1[C:6]2[N:7]=[C:8]([S:11][CH3:12])[S:9][C:10]=2[C:2]([N:1]=[C:16]=[O:15])=[C:3]([F:14])[CH:4]=1

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 10426DiphosgeneHCID 54280784HCID 54280784, compound

Product 1

HCID 54278952HCID 54278952, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

First, 4-chloro-6-fluoro-7-isocyanato-2-(methylthio)benzothiazole was prepared by refluxing a solution of 7 g (28 mmol) of 7-amino-4-chloro-6-fluoro-2-(methylthio)benzothiazole and 55 g (0.28 mol) of diphosgene (200 ml of toluene for 7 hours, then adding 20 g (0.1 mol) of phosgene, refluxing for a further 8 hours and finally evaporating down.

Workup

  1. temperaturerefluxing for a further 8 hours
  2. customfinally evaporating down

Sources & evidence

ORD record
ord-d1ec285299e2432aa7ece264dcae04d2
Source dataset
uspto-grants-1999_03
Patent number
US05888940

Reaction notes

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