Hydrazine hydrate (1:1) → 2-(Aminooxy)-2-methylpropanoic acid, 2-[(1,1-dimethylethoxy)carbonyl]-1-methylhydrazide

HRID 1086604Notes

Reaction equation

HRID 1086604 reaction equation
[CH3:1][C:2]([CH3:27])([O:4][C:5]([NH:7][N:8]([CH3:26])[C:9](=[O:25])[C:10]([O:13][N:14]1C(=O)C2C(=CC=CC=2)C1=O)([CH3:12])[CH3:11])=[O:6])[CH3:3].O.NN>ClCCl>[CH3:3][C:2]([CH3:27])([O:4][C:5]([NH:7][N:8]([CH3:26])[C:9](=[O:25])[C:10]([O:13][NH2:14])([CH3:11])[CH3:12])=[O:6])[CH3:1]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15671307HCID 15671307, compound

Product 1

HCID 156713082-(Aminooxy)-2-methylpropanoic acid, 2-[(1,1-dimethylethoxy)carbonyl]-1-methylhydrazide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-2-methylpropanoic acid, 2-[(1,1-dimethylethoxy)carbonyl]-1-methylhydrazide (7.10 g, 19 mmole) in 50 ml of dichloromethane at 0° C. was treated dropwise with hydrazine hydrate (1.80 ml, 38 mmole). After 30 minutes the resulting slurry was filtered and the filtrate evaporated. The residue was crystallized from ether/petroleum ether to give the title compound as 3.3 g of a colorless solid, m.p. 85°-90° C.

Workup

  1. filtrationAfter 30 minutes the resulting slurry was filtered
  2. customthe filtrate evaporated
  3. customThe residue was crystallized from ether/petroleum ether

Sources & evidence

ORD record
ord-24a0b4fc7c1b437e941806385a3138b1
Source dataset
uspto-grants-1991_07
Patent number
US05030724

Reaction notes

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