3-Amino-4-chlorobenzonitrile → 2-Chlorobenzo[d]thiazole-5-carbonitrile

HRID 1926404Notes

Reaction equation

HRID 1926404 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1Cl)[C:5]#[N:6].SC1SC2C=CC(C#N)=CC=2N=1.[Cl:23][C:24]1[S:25]C2C=CC(Cl)=CC=2N=1>>[Cl:23][C:24]1[S:25][C:9]2[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=2[N:1]=1

Participants

4

Reactant 3

HCID 1044643-Amino-4-chlorobenzonitrileHCID 133148162,5-Dichloro-1,3-benzothiazoleHCID 178509540HCID 178509540, compound

Product 1

HCID 219856792-Chlorobenzo[d]thiazole-5-carbonitrile

Conditions

Temperature
95 °C

Procedure

The title compound was prepared from 3-amino-4-chlorobenzonitrile via 2-mercapto-1,3-benzothiazole-5-carbonitrile as described for 2,5-dichloro-1,3-benzothiazole except that in the first step the reaction mixture was heated to 95° C. for 10 h.

Sources & evidence

ORD record
ord-15e65cc7efa543439f5a4dd18ea3073c
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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