Hydrogen chloride-ethyl acetate → N'-methyl(benzyloxy)carbohydrazide hydrochloride

HRID 34114Notes

Reaction equation

HRID 34114 reaction equation
C(O[C:6]([N:8](C)[NH:9][C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11])=O)(C)(C)C.C(OCC)(=O)C.[ClH:27]>C(OCC)(=O)C>[ClH:27].[CH2:13]([O:12][C:10]([NH:9][NH:8][CH3:6])=[O:11])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 451584202-Benzyl 1-tert-butyl 1-methylhydrazine-1,2-dicarboxylate

Product 1

HCID 24801390N'-methyl(benzyloxy)carbohydrazide hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

17.7 g of N′-benzyloxycarbonyl-N-methyl-hydrazine carboxylic acid tert-butyl ester was dissolved in 20 mL of ethyl acetate, added with 70 mL 4N hydrogen chloride-ethyl acetate solution, and stirred at room temperature for 4 hours. The solvent was evaporated, and the resulting crystals were washed with diethyl ether and filtered, to afford 11.4 g of the title compound as white crystals.

Workup

  1. customThe solvent was evaporated
  2. washthe resulting crystals were washed with diethyl ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-c1425efaa5224cce923be8ab8da418f9
Source dataset
uspto-grants-2008_09
Patent number
US07429609B2

Reaction notes

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