Methylhydrazine → N-methylbenzohydrazide

HRID 1720039Notes

Reaction equation

HRID 1720039 reaction equation
[CH3:1][NH:2][NH2:3].[C:4](Cl)(=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>ClCCl>[C:4]([N:2]([CH3:1])[NH2:3])(=[O:11])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 7412Benzoyl chloride

Product 1

HCID 242395N-methylbenzohydrazideYield 66.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Methylhydrazine (0.212 ml, 4.0 mmol) was dissolved in dichloromethane (10 ml) and was treated dropwise with benzoylchloride (0.232 ml, 2.0 mmol) in dichloromethane (5 ml). After stirring for 0.5h the solution was evaporated to dryness. The residue was partitioned between water and ethyl acetate. The organic phase was dried and evaporated under reduced pressure to give the title compound (0.20 g, 65%); δH (CDCl3) 3.13 (3H, s), 4.5 (2H, brs), and 7.30 (5H, s).

Workup

  1. customwas evaporated to dryness
  2. customThe residue was partitioned between water and ethyl acetate
  3. customThe organic phase was dried
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-64901f962b6946c588844917b5af40ea
Source dataset
uspto-grants-1996_04
Patent number
US05504076

Reaction notes

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