2-Fluoro-5-(trifluoromethyl)aniline → 2-Chloro-5-(trifluoromethyl)-1,3-benzothiazole

HRID 1926392Notes

Reaction equation

HRID 1926392 reaction equation
F[C:2]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:3]=1[NH2:4].SC1SC2C=CC(C(F)(F)F)=CC=2N=1.[Cl:27][C:28]1[S:29]C2C=CC(Cl)=CC=2N=1>>[Cl:27][C:28]1[S:29][C:2]2[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:3]=2[N:4]=1

Participants

4

Reactant 3

HCID 1363492-Fluoro-5-(trifluoromethyl)anilineHCID 133148162,5-Dichloro-1,3-benzothiazoleHCID 1784190875-(trifluoromethyl)-1,3-benzothiazole-2-thiol

Product 1

HCID 219858492-Chloro-5-(trifluoromethyl)-1,3-benzothiazole

Conditions

Temperature
95 °C

Procedure

The title compound was prepared from 2-fluoro-5-trifluoromethylaniline via 2-mercapto-5-trifluoromethyl-1,3-benzothiazole as described for 2,5-dichloro-1,3-benzothiazole except that in the first step the reaction mixture was heated to 95° C. for 4 h.

Sources & evidence

ORD record
ord-cb179b5601b245b6b12255b4d7b86bd6
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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