p-Chlorophenacyl bromide → [4-(4-Chlorophenyl)-1,3-thiazol-2-yl]acetonitrile

HRID 1397223Notes

Reaction equation

HRID 1397223 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=O.[C:12]([CH2:14][C:15]([NH2:17])=[S:16])#[N:13]>>[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:17]=[C:15]([CH2:14][C:12]#[N:13])[S:16][CH:2]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 68303p-Chlorophenacyl bromideHCID 14162772-Cyanoethanethioamide

Product 1

HCID 727938[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]acetonitrileYield 75%

Procedure

This compound was synthesized from 2-bromo-1-(4-chlorophenyl)ethanone and 2-cyanothioacetamide as described in example 1 step 1 (1.51 g, yield 75%). 1H NMR (300 MHz, CDCl3) δ 7.84 (d, J=8.8 Hz, 2H), 7.49 (s, 1H), 7.43 (d, J=8.8 Hz, 2H), 4.18 (s, 2H). MS (ESI) m/z: Calculated for C11H7ClN2S: 234.00. found: 235.0 (M+H)+.

Sources & evidence

ORD record
ord-f3a3947cc90b44cca9d1ea15aa081c4e
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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