2-Cyanoethanethioamide → HCID 86709584, compound

HRID 1526122Notes

Reaction equation

HRID 1526122 reaction equation
[C:1]([CH2:3][C:4](=[S:6])[NH2:5])#[N:2].[CH:7]([C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]2)=[CH:11][C:10]=1[N+:28]([O-:30])=[O:29])=O>N1CCCCC1.C(O)C>[NH2:5][C:4](=[S:6])[C:3]([C:1]#[N:2])=[CH:7][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:25])[CH3:26])=[O:22])[CH2:17][CH2:16]2)=[CH:11][C:10]=1[N+:28]([O-:30])=[O:29]

Participants

5

Reactant 2

HCID 14162772-CyanoethanethioamideHCID 71627659HCID 71627659, compound

Product 1

HCID 86709584HCID 86709584, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

1.5 g (15 mmol) of 2-cyanoethanethioamide, 60 ml of ethanol and one drop of piperidine are added respectively to 5 g (15 mmol) of tert-butyl 4-(4-formyl-3-nitrophenyl)piperazine-1-carboxylate. The reaction mixture is stirred at room temperature for 12 hours. The precipitate obtained is filtered to yield 5.2 g (83%) of tert-butyl 4-(4-(3-amino-2-cyano-3-thioxoprop-1-enyl)-3-nitrophenyl)piperazine-1-carboxylate in the form of a yellow solid.

Workup

  1. customThe precipitate obtained
  2. filtrationis filtered

Sources & evidence

ORD record
ord-6bdf1ba73eed46f9b166b42e7dffc2c3
Source dataset
uspto-grants-2015_07
Patent number
US09085575B2

Reaction notes

Loading…