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Hydrazine → 4-(3,4-Dichloro-phenyl)-5-pyridin-4-yl-pyrazolidin-3-one

HRID 1064081
Notes
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Reaction equation

HRID 1064081 reaction equation
C(OC(=O)[C:5](=[O:22])[C:6]([C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=1)=[CH:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)C.[NH2:24][NH2:25]>C(O)C>[Cl:21][C:16]1[CH:15]=[C:14]([CH:6]2[CH:7]([C:8]3[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=3)[NH:25][NH:24][C:5]2=[O:22])[CH:19]=[CH:18][C:17]=1[Cl:20]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 9321HydrazineHCID 693588953-(3,4-Dichloro-phenyl)-2-oxo-4-pyridin-4-yl-but-3-enoic acid ethyl ester

Product 1

HCID 222779944-(3,4-Dichloro-phenyl)-5-pyridin-4-yl-pyrazolidin-3-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 3-(3,4-Dichloro-phenyl)-2-oxo-4-pyridin-4-yl-but-3-enoic acid ethyl ester 11.4 g in ethyl alcohol 50 mL was added hydrazine 1.68 mL. The reaction was heated to 50° C. for 15 hours. All solvent was removed after under reduced pressure to afford the title compound 10.8 g as light yellow solid. MS (ES+): 308 (M+H)+.

Workup

  1. customAll solvent was removed after under reduced pressure

Sources & evidence

ORD record
ord-959dee63bf01466fa3252518212c3a5f
Source dataset
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06967254B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes