2-Cyanoethanethioamide → 2-(4-Cyclohexylthiazol-2-yl)acetonitrile

HRID 1397232Notes

Reaction equation

HRID 1397232 reaction equation
Br[CH2:2][C:3]([CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=O.[C:11]([CH2:13][C:14]([NH2:16])=[S:15])#[N:12]>>[CH:5]1([C:3]2[N:16]=[C:14]([CH2:13][C:11]#[N:12])[S:15][CH:2]=2)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

3

Reactant 2

HCID 14162772-CyanoethanethioamideHCID 111600272-Bromo-1-cyclohexylethanone

Product 1

HCID 432351292-(4-Cyclohexylthiazol-2-yl)acetonitrileYield 80%

Procedure

This compound was synthesized from 2-bromo-1-cyclohexylethanone and 2-cyanothioacetamide as described in example 1 step 1 (0.4 g, yield 80%). 1H NMR (300 MHz, CDCl3) δ 6.88 (s, 1H), 4.11 (s, 2H), 2.74 (m, 1H), 2.06-2.04 (m, 2H), 1.84-1.72 (m, 4H), 1.44-1.31 (m, 4H). MS (ESI) m/z: Calculated for C11H14N2S: 206.09. found: 207.2 (M+H)+.

Sources & evidence

ORD record
ord-f4ee06f70ffb44e4ba42a14c9495dd3e
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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