Piperidine → 3-methyl-N-(piperidine-1-carbonothioyl)but-2-enamide

HRID 1054984Notes

Reaction equation

HRID 1054984 reaction equation
[CH3:1][C:2]([CH3:9])=[CH:3][C:4]([N:6]=[C:7]=[S:8])=[O:5].[NH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>C1C=CC=CC=1>[N:10]1([C:7]([NH:6][C:4](=[O:5])[CH:3]=[C:2]([CH3:9])[CH3:1])=[S:8])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 900170793-Methylbut-2-enoyl isothiocyanate

Product 1

HCID 900174853-methyl-N-(piperidine-1-carbonothioyl)but-2-enamideYield 104%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a solution of 3-methylbut-2-enoyl isothiocyanate (2 g, 14.2 mmol, Eq: 1.00) in benzene (40.0 ml) was added a solution of piperidine (1.21 g, 1.4 ml, 14.2 mmol, Eq: 1.00) in benzene (20.0 ml). The mixture was stirred for 2 hours. The mixture was evaporated affording 3-methyl-but-2-enoic acid (piperidine-1-carbothioyl)-amide (3.32 g, 104%) as a yellow oil. MS: m/z=227.2 (M+H+)

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-f19c647e3af844b18546141d6e5e5799
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

Loading…