Hydrazine hydrate (1:1) → 3-(dimethylamino)propanohydrazide

HRID 541267Notes

Reaction equation

HRID 541267 reaction equation
Cl.[CH3:2][N:3]([CH3:10])[CH2:4][CH2:5][C:6](OC)=[O:7].O.[NH2:12][NH2:13]>CO>[CH3:2][N:3]([CH3:10])[CH2:4][CH2:5][C:6]([NH:12][NH2:13])=[O:7]

Participants

4

Conditions

Temperature
70 °C

Procedure

To a solution of methyl 3-(dimethylamino)propanoate hydrochloride (compound 142.6, 2.00 g, 15.3 mmol, 1.00 equiv) in methanol (40 mL) was added hydrazine hydrate (6 mL, 6.00 equiv). The reaction mixture was stirred at 70° C. for 3 h. The mixture was concentrated in vacuo and then dissolved in 50 mL of H2O and washed with 2×10 mL of ethyl acetate. The aqueous layers were combined and concentrated in vacuo to afford 1.30 g (65%) of 3-(dimethylamino)propanehydrazide as a colorless oil.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutiondissolved in 50 mL of H2O
  3. washwashed with 2×10 mL of ethyl acetate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-38488836c03c4472a7d29e9fb94b834b
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

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