1-(2-Pyridyl)piperazine → HCID 18704982, compound

HRID 376330Notes

Reaction equation

HRID 376330 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[C:13]([N:21]=[C:22]([S-])[S-:23](C)[CH3:24])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>ClCCl>[CH3:24][S:23][C:22]([N:10]1[CH2:9][CH2:8][N:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH2:12][CH2:11]1)=[N:21][C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 944591-(2-Pyridyl)piperazineHCID 178503844HCID 178503844, compound

Product 1

HCID 18704982HCID 18704982, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 1-(2-pyridyl)piperazine (10 ml, 64.37 mmol) in dichloromethane (200 ml) was added N-benzoyidimethyldithioimidocarbonate (14.64 g, 65.01 mmol) and the reaction mixture was stirred for 18 h at room temperature. The volatiles were evaporated in vacuo and the residue crystallised from a mixture of heptane/diethyl ether 9:1. The solid was filtered off, washed with a mixture of heptaneldiethyl ether 1:1 and dried in vacuo affording 20.86 g of N-[methylsulfanyl-(4-(pyridin-2-yl)piperazin-1-yl)methylene]-benzamide as a solid.

Workup

  1. customThe volatiles were evaporated in vacuo
  2. customthe residue crystallised from a mixture of heptane/diethyl ether 9:1
  3. filtrationThe solid was filtered off
  4. washwashed with a mixture of heptaneldiethyl ether 1:1
  5. customdried in vacuo

Sources & evidence

ORD record
ord-49146d73c98e45ffa2ea80264901f0fa
Source dataset
uspto-grants-2000_02
Patent number
US06020349

Reaction notes

Loading…