1-Piperazineacetic acid, 4-methyl-, hydrazide → HCID 178480850, compound

HRID 34273Notes

Reaction equation

HRID 34273 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]([NH:11][NH2:12])=O)[CH2:4][CH2:3]1.[F:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][CH:23]=1)[CH2:17][N:18]=[C:19]=[S:20]>C(O)C>[SH:20][C:19]1[N:18]([CH2:17][C:16]2[CH:21]=[CH:22][CH:23]=[C:14]([F:13])[CH:15]=2)[C:9]([CH2:8][N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)=[N:11][N:12]=1

Participants

4

Reactant 2

HCID 905661-Piperazineacetic acid, 4-methyl-, hydrazideHCID 27372753-Fluorobenzyl isothiocyanate

Product 1

HCID 178480850HCID 178480850, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(4-methyl-1-piperazinyl)acetic acid, hydrazide (2.58 g., 0.015 mole) and 3-fluorobenzylisothiocyanate (2.51 g., 0.015 mole) in ethanol (30 ml.) was refluxed for 17 hours and the solvent was removed under vacuum. The residue was triturated with ether and the resulting solid was filtered and recrystallized from ethyl acetate to give 3-mercapto-4-(3-fluorobenzyl)-5-[(4-methyl-1-piperazinyl)methyl]-1,2,4-triazole as a solid melting at 179.5°-180.5° C. (2.30 g., 48%).

Workup

  1. customthe solvent was removed under vacuum
  2. customThe residue was triturated with ether
  3. filtrationthe resulting solid was filtered
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-c17f06da59e54e33919ebc7fc1d34e6f
Source dataset
uspto-grants-1988_08
Patent number
US04761415

Reaction notes

Loading…