Hydrazine hydrate (1:1) → HCID 13502289, compound

HRID 543116Notes

Reaction equation

HRID 543116 reaction equation
O.[NH2:2][NH2:3].[CH3:4][O:5][CH:6]([CH2:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)=O)[C:7](O)=[O:8]>CO>[CH3:4][O:5][CH:6]1[CH2:10][C:11]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)=[N:3][NH:2][C:7]1=[O:8]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13502302HCID 13502302, compound

Product 1

HCID 13502289HCID 13502289, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.5 g of hydrazine hydrate (100%) was added, at room temperature, to a solution of 2.22 g of 2-methoxy-4-(4-methylphenyl)-4-oxobutyric acid (prepared as described in Preparation 2) in 20 ml of methanol, and the mixture was allowed to stand at room temperature overnight. The crystals which precipitated were collected by filtration and washed with methanol, to give 1.35 g of the title compound. The filtrate was concentrated by evaporation at 50° C. and the resulting residue was washed with methanol, giving a further 0.5 g of the pure title compound, melting at 167°-169.5° C. The total yield was 85%.

Workup

  1. customThe crystals which precipitated
  2. filtrationwere collected by filtration
  3. washwashed with methanol

Sources & evidence

ORD record
ord-46ad492570f047d3a51f365d77e9cfb1
Source dataset
uspto-grants-1987_04
Patent number
US04661486

Reaction notes

Loading…