1-(2-Furoyl)piperazine → HCID 20232070, compound

HRID 2290331Notes

Reaction equation

HRID 2290331 reaction equation
[CH3:1][C:2]1[N:3]=[C:4](SC)[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[O:16]1[CH:20]=[CH:19][CH:18]=[C:17]1[C:21]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)=[O:22]>C1C=CC=CC=1.C(OCC)(=O)C>[O:16]1[CH:20]=[CH:19][CH:18]=[C:17]1[C:21]([N:23]1[CH2:24][CH2:25][N:26]([C:4]2[N:5]=[N:6][C:7]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[C:2]([CH3:1])[N:3]=2)[CH2:27][CH2:28]1)=[O:22]

Participants

5

Reactant 2

HCID 5502061-(2-Furoyl)piperazineHCID 15586342HCID 15586342, compound

Product 1

HCID 20232070HCID 20232070, compoundYield 29%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5-methyl-3-methylthio-6-phenyl-1,2,4-triazine (9 g) and N-(2-furoyl)piperazine (10 g) was heated at 150° to 160° C. for 89 hours with stirring. The reaction mixture was dissolved in benzene (300 ml) and subjected to chromatography on silica gel (300 g) using a mixture of benzene and ethyl acetate (3:2) as an eluent. The eluate was concentrated to dryness and the resulting solid was recrystallized from a mixture of chloroform and diisopropyl ether to give crystals of 3-[4-(2-furoyl)-1-piperazinyl]-5-methyl-6-phenyl-1,2,4-triazine (4.20 g), mp 141.5°~142.5° C.

Workup

  1. temperaturewas heated at 150° to 160° C. for 89 hours
  2. concentrationThe eluate was concentrated to dryness
  3. customthe resulting solid was recrystallized from a mixture of chloroform and diisopropyl ether

Sources & evidence

ORD record
ord-2a3dcf6c72064815a8b2eed8b9b6bcc0
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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