Hydrazine hydrate (1:1) → 2,4-Dimethylthiazole-5-carbohydrazide

HRID 1661062Notes

Reaction equation

HRID 1661062 reaction equation
[CH3:1][C:2]1[S:3][C:4]([C:8]([O:10]CC)=O)=[C:5]([CH3:7])[N:6]=1.O.[NH2:14][NH2:15]>C(O)C>[CH3:1][C:2]1[S:3][C:4]([C:8]([NH:14][NH2:15])=[O:10])=[C:5]([CH3:7])[N:6]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 603810Ethyl 2,4-dimethylthiazole-5-carboxylate

Product 1

HCID 27436692,4-Dimethylthiazole-5-carbohydrazideYield 49.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To ethyl 2,4-dimethylthiazole-5-carboxylate (Prep25, 50 g, 0.27 mol) in ethanol (200 mL), hydrazine hydrate (64 g, 1.08 mol) was added. The mixture was stirred at 90° C. overnight. After cooling to room temperature, the solvent was removed under vacuum to afford 41 g of crude product as a solid. The crude was purified by FC to give 23 g pure title compound product (y=50%).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was removed under vacuum
  3. customto afford 41 g of crude product as a solid
  4. customThe crude was purified by FC

Sources & evidence

ORD record
ord-03f2bd8f0bfa4e6a88d01090767afc6e
Source dataset
uspto-grants-2011_10
Patent number
US08030322B2

Reaction notes

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