Diphosgene → 4-Chloro-6-fluoro-7-isocyanato-2-methylbenzothiazole

HRID 1419712Notes

Reaction equation

HRID 1419712 reaction equation
[NH2:1][C:2]1[C:10]2[S:9][C:8]([CH3:11])=[N:7][C:6]=2[C:5]([Cl:12])=[CH:4][C:3]=1[F:13].[O:14]=[C:15](Cl)OC(Cl)(Cl)Cl>C1(C)C=CC=CC=1>[Cl:12][C:5]1[C:6]2[N:7]=[C:8]([CH3:11])[S:9][C:10]=2[C:2]([N:1]=[C:15]=[O:14])=[C:3]([F:13])[CH:4]=1

Participants

4

Reactant 2

HCID 10426DiphosgeneHCID 537099237-Amino-4-chloro-6-fluoro-2-methylbenzothiazole

Product 1

HCID 544384174-Chloro-6-fluoro-7-isocyanato-2-methylbenzothiazole

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3.2 g (15 mmol) of 7-amino-4-chloro-6-fluoro-2-methylbenzothiazole and 15 g (76 mmol) of diphosgene in 150 ml of toluene was refluxed for 6 hours. The crude product obtained after evaporation was converted directly into active ingredient I.15.

Sources & evidence

ORD record
ord-5d3c618f49644c5b8a16839dda23b30d
Source dataset
uspto-grants-1999_03
Patent number
US05888940

Reaction notes

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