4-Amino-3-chlorobenzonitrile → 2-Chloro-1,3-benzothiazole-6-carbonitrile

HRID 1926406Notes

Reaction equation

HRID 1926406 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1Cl.SC1SC2C=C(C#N)C=CC=2N=1.[Cl:23][C:24]1[S:25]C2C=CC(Cl)=CC=2N=1>>[Cl:23][C:24]1[S:25][C:3]2[CH:4]=[C:5]([C:6]#[N:7])[CH:8]=[CH:9][C:2]=2[N:1]=1

Participants

4

Reactant 3

HCID 5198964-Amino-3-chlorobenzonitrileHCID 133148162,5-Dichloro-1,3-benzothiazoleHCID 1785095042-Sulfanylidene-2,3-dihydro-1,3-benzothiazole-6-carbonitrile

Product 1

HCID 219858592-Chloro-1,3-benzothiazole-6-carbonitrile

Conditions

Temperature
120 °C

Procedure

The title compound was prepared from 4-amino-3-chlorobenzonitrile via 2-mercapto-1,3-benzothiazole-6-carbonitrile as described for 2,5-dichloro-1,3-benzothiazole except that in the first step the reaction mixture was heated to 120° C. for 12 h.

Sources & evidence

ORD record
ord-5c50be31205b46e39585702495995ccb
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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