Hydrazine hydrate (1:1) → 2-(4-Methoxyphenyl)acetohydrazide

HRID 618199Notes

Reaction equation

HRID 618199 reaction equation
O.[NH2:2][NH2:3].[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([O:15]CC)=O)=[CH:8][CH:7]=1>CO>[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13]([NH:2][NH2:3])=[O:15])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 84174Ethyl 4-methoxyphenylacetate

Product 1

HCID 5784632-(4-Methoxyphenyl)acetohydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine hydrate (4.7 cm3) was added dropwise to ethyl (4-methoxyphenyl)acetate (3.73 g) and then methanol (20 cm3) was added to form a homogeneous reaction mixture. This mixture was stirred for 18 hours at ambient temperature during which time a white precipitate formed. The precipitate was isolated by filtration and washed with methanol and water, then air-dried to give (4-methoxyphenyl)acetic acid hydrazide (2g). M+ =180; 1H NMR: δ 3.50(2H,s); 380(3H,s); 3.85(2H,br s); 6.70(1H,br s); 6.90(2H,d); 7.20(2H,d); (solid).

Workup

  1. customto form a homogeneous reaction mixture
  2. customformed
  3. customThe precipitate was isolated by filtration
  4. washwashed with methanol and water
  5. customair-dried

Sources & evidence

ORD record
ord-ef3f57fa7c5e49868a3b74c9476e801a
Source dataset
uspto-grants-1999_09
Patent number
US05952359

Reaction notes

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