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

HRID 2251292Notes

Reaction equation

HRID 2251292 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-13da222b8a284726b4e6314b1c964c5d
Source dataset
uspto-grants-2008_01
Patent number
US07319108B2

Reaction notes

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