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Morpholine → 1-(4-Morpholinyl)ethylidene-2-(4-nitrophenyl)hydrazine

HRID 2106759
Notes
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Reaction equation

HRID 2106759 reaction equation
C(O[C:4](=[N:6][NH:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=1)[CH3:5])C.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>CC1C=CC=CC=1>[N:17]1([C:4](=[N:6][NH:7][C:8]2[CH:9]=[CH:10][C:11]([N+:14]([O-:16])=[O:15])=[CH:12][CH:13]=2)[CH3:5])[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8083MorpholineHCID 539405891-(1-Ethoxyethylidene)-2-(4-nitrophenyl)hydrazine

Product 1

HCID 536875471-(4-Morpholinyl)ethylidene-2-(4-nitrophenyl)hydrazineYield 67%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 10 parts of 1-(1-ethoxyethylidene)-2-(4-nitrophenyl)hydrazine, 13 parts of morpholine and 135 parts of methylbenzene was stirred and refluxed for 72 hours. The reaction mixture was cooled. The precipitated product was filtered off, washed with methylbenzene and dried, yielding 8 parts (67%) of 1-[1-(4-morpholinyl)ethylidene]-2-(4-nitrophenyl)hydrazine; mp. 175.9° C. (int. 19)

Workup

  1. temperaturerefluxed for 72 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe precipitated product was filtered off
  4. washwashed with methylbenzene
  5. customdried

Sources & evidence

ORD record
ord-3856d55577a4449aad01e990479ebb3b
Source dataset
uspto-grants-1990_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04931444

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes