Hydrazine hydrate (1:1) → HCID 68422233, compound

HRID 506436Notes

Reaction equation

HRID 506436 reaction equation
O.[NH2:2][NH2:3].[CH:4]1([C:7]2[N:8]=[N:9][S:10][C:11]=2[C:12]([O:14]C)=O)[CH2:6][CH2:5]1>C(O)C>[CH:4]1([C:7]2[N:8]=[N:9][S:10][C:11]=2[C:12]([NH:2][NH2:3])=[O:14])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57659801HCID 57659801, compound

Product 1

HCID 68422233HCID 68422233, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine monohydrate (1.75 g; 35 mmols) was dissolved in ethanol (15 ml), and methyl 4-cyclopropyl-1,2,3-thiadiazole-5-carboxylate (1.29 g; 7 mmols) was added thereto, followed by stirring at room temperature for 10 hours. Ethanol was evaporated under reduced pressure and, after adding thereto water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate, the solvent was evaporated. The residue was washed with a mixed solvent of hexane-ethyl acetate to obtain 1.2 g of 4-cyclopropyl-1,2,3-thiadiazole-5-carbohydrazide.

Workup

  1. customEthanol was evaporated under reduced pressure
  2. additionafter adding
  3. extractionwater, the reaction mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with a saturated aqueous sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was evaporated
  7. washThe residue was washed with a mixed solvent of hexane-ethyl acetate

Sources & evidence

ORD record
ord-9ceed993223b43eba58e077aacb7e8ad
Source dataset
uspto-grants-2010_08
Patent number
US07786040B2

Reaction notes

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