1-Piperazineacetic acid, 4-methyl-, hydrazide → HCID 178480852, compound

HRID 34276Notes

Reaction equation

HRID 34276 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]=[C:22]([F:24])[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]=[C:22]([F:24])[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 201291633,5-Difluorobenzyl isothiocyanate

Product 1

HCID 178480852HCID 178480852, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(4-methyl-1-piperazinyl)acetic acid, hydrazide (3.44 g., 0.020 mole) and 3,5-difluorobenzylisothiocyanate (3.70 g., 0.020 mole) in ethanol (40 ml.) was refluxed for 17 hours and the solvent was removed under vacuum. The residue was triturated with ethyl acetate-ether and the resulting solid was filtered and recrystallized twice from ethanol to give 3-mercapto-4-(3, 5-difluorobenzyl)-5-[(4-methyl-1-piperazinyl)methyl]-1,2,4-triazole as a solid melting at 200°-201° C. (4.60 g., 68%).

Workup

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

Sources & evidence

ORD record
ord-9cd3827d7e7240e2a9991c76abd7d84f
Source dataset
uspto-grants-1988_08
Patent number
US04761415

Reaction notes

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