Hydrazine → 3-(4'-Fluoro-4-biphenylyl)-3-methyl-pyrazolidin-5-one

HRID 1576420Notes

Reaction equation

HRID 1576420 reaction equation
C([O:3][C:4](=O)[CH2:5][C:6](Br)([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1)[CH3:7])C.[NH2:23][NH2:24]>O1CCOCC1>[F:20][C:17]1[CH:18]=[CH:19][C:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]3([CH3:7])[CH2:5][C:4](=[O:3])[NH:24][NH:23]3)=[CH:9][CH:10]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 681410153-Bromo-3-(4'-fluoro-4-biphenylyl)-butyric acid ethyl ester

Product 1

HCID 215126753-(4'-Fluoro-4-biphenylyl)-3-methyl-pyrazolidin-5-one

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 36.5 g of 3-bromo-3-(4'-fluoro-4-biphenylyl)-butyric acid ethyl ester [obtainable from 3-(4'-fluoro-4-biphenylyl)-3-hydroxybutyric acid ethyl ester and PBr3 ] and 7 g of hydrazine in 200 ml of dioxane is boiled for 2 hours and is evaporated. Working up gives 3-(4'-fluoro-4-biphenylyl)-3-methyl-pyrazolidin-5-one, m.p. 194°-196°.

Workup

  1. customis evaporated

Sources & evidence

ORD record
ord-9f7ced04a8384d85a314c212600dc662
Source dataset
uspto-grants-1976_09
Patent number
US03980795

Reaction notes

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