Benzaldehyde → Benzaldehyde 5-t-butyl-1,3,4-thiadiazolyl hydrazone

HRID 615817Notes

Reaction equation

HRID 615817 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:9]([C:11]1[S:12][C:13]([C:16]([CH3:19])([CH3:18])[CH3:17])=[N:14][N:15]=1)[NH2:10].O>CO>[C:16]([C:13]1[S:12][C:11]([NH:9][N:10]=[CH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:15][N:14]=1)([CH3:19])([CH3:17])[CH3:18]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 962WaterHCID 204065342-tert-Butyl-5-hydrazinyl-1,3,4-thiadiazole

Product 1

HCID 70487433Benzaldehyde 5-t-butyl-1,3,4-thiadiazolyl hydrazoneYield 63.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of benzaldehyde (5.3 g) in methanol (25 ml) was added to a solution of 2-hydrazino-5-t-butyl-1,3,4-thiadiazole (8.5 g) in methanol (40 ml). The mixture was stirred for 30 minutes, poured into water (100 ml) and filtered. The solid was crystallised from ethanol to give benzaldehyde 5-t-butyl-1,3,4-thiadiazolyl hydrazone (8.2 g, 63%) as a white powder, mp 195°-196° C.

Workup

  1. filtrationfiltered
  2. customThe solid was crystallised from ethanol

Sources & evidence

ORD record
ord-024dd3c7545b477d809ef0c2cff20055
Source dataset
uspto-grants-1985_02
Patent number
US04501605

Reaction notes

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