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Hydrazine → N-(4-nitrophenyl)hydrazinecarboxamide

HRID 1280429
Notes
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Reaction equation

HRID 1280429 reaction equation
[NH2:1][NH2:2].[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:21])OC2C=CC=CC=2)=[CH:8][CH:7]=1)([O-:5])=[O:4]>O1CCOCC1>[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]([NH:1][NH2:2])=[O:21])=[CH:8][CH:7]=1)([O-:5])=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 9321HydrazineHCID 11322856phenyl 4-nitrophenylcarbamate

Product 1

HCID 12467017N-(4-nitrophenyl)hydrazinecarboxamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrazine (1.18 mol) was added dropwise over a 1 hour period to a solution of intermediate (1) in 1,4-dioxane (1000 ml) and the mixture was stirred and refluxed overnight. The mixture was cooled and filtered off, yielding N-(4-nitro-phenyl)hydrazinecarboxamide (intermediate 2).

Workup

  1. temperaturerefluxed overnight
  2. temperatureThe mixture was cooled
  3. filtrationfiltered off

Sources & evidence

ORD record
ord-4947ae4ea09a4d879cbc317be6233219
Source dataset
uspto-grants-2002_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06451802B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes