Hydrazine hydrate (1:1) → 5-Tert-butyl-1,3-oxazole-2-carbohydrazide

HRID 1748329Notes

Reaction equation

HRID 1748329 reaction equation
[C:1]([C:5]1[O:9][C:8]([C:10]([O:12]CC)=O)=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].O.[NH2:16][NH2:17]>C(O)C>[C:1]([C:5]1[O:9][C:8]([C:10]([NH:16][NH2:17])=[O:12])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11788834Ethyl 5-tert-butyl-1,3-oxazole-2-carboxylate

Product 1

HCID 672369965-Tert-butyl-1,3-oxazole-2-carbohydrazideYield 96.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

To a mixture of ethyl 5-tert-butyl-1,3-oxazole-2-carboxylate (28 g, 142 mmol) in ethanol (200 mL) is added hydrazine hydrate (7.1 g, 142 mmol). The reaction mixture is heated at 85° C. for 3 h. The solvent is evaporated and the residue is washed with n-pentane to afford the title compound (25 g, 96%) as a white solid.

Workup

  1. customThe solvent is evaporated
  2. washthe residue is washed with n-pentane

Sources & evidence

ORD record
ord-de5269bad5834256b1d93334ad12152e
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

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