Hydrazine hydrate (1:1) → 4-(3-Dimethylaminopyrrolidin-1-yl)benzohydrazide

HRID 2069319Notes

Reaction equation

HRID 2069319 reaction equation
[CH3:1][N:2]([CH3:19])[CH:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:18]=[CH:17][C:11]([C:12](OCC)=[O:13])=[CH:10][CH:9]=2)[CH2:4]1.O.[NH2:21][NH2:22]>C(O)C>[CH3:1][N:2]([CH3:19])[CH:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:18]=[CH:17][C:11]([C:12]([NH:21][NH2:22])=[O:13])=[CH:10][CH:9]=2)[CH2:4]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 69209289Ethyl 4-(3-dimethylaminopyrrolidin-1-yl)benzoate

Product 1

HCID 692131084-(3-Dimethylaminopyrrolidin-1-yl)benzohydrazide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

A mixture of ethyl 4-(3-dimethylaminopyrrolidin-1-yl)benzoate (2.0 g), hydrazine hydrate (3.8 g) and ethanol (7 ml) was boiled under reflux for 15 hours. After cooling to 5° C., the resulting precipitate was filtered off with suction. The product with the molecular weight of 248.33 (C13H20N4O) was obtained in this way; MS (ESI): 249 (M+H+).

Workup

  1. temperatureunder reflux for 15 hours
  2. filtrationthe resulting precipitate was filtered off with suction
  3. customThe product with the molecular weight of 248.33 (C13H20N4O) was obtained in this way

Sources & evidence

ORD record
ord-5a516f4aadef42b6a42ec5bb47a12261
Source dataset
uspto-grants-2012_10
Patent number
US08299104B2

Reaction notes

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