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Choline → HCID 15580667, compound

HRID 1388732
Notes
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Reaction equation

HRID 1388732 reaction equation
C(O)C.OCC[N+](C)(C)C.[C:11]1([NH:17][NH2:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Cl:19][C:20]1[CH:29]=[CH:28][C:23]([CH:24]=[CH:25][C:26]#[N:27])=[CH:22][CH:21]=1>CO>[NH2:27][C:26]1[CH2:25][CH:24]([C:23]2[CH:22]=[CH:21][C:20]([Cl:19])=[CH:29][CH:28]=2)[N:17]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:18]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 305CholineHCID 702EthanolHCID 7516PhenylhydrazineHCID 342433-(4-Chlorophenyl)prop-2-enenitrile

Product 1

HCID 15580667HCID 15580667, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 500 ml. of absolute ethanol, 5.0 ml. of 50% choline in methanol, 32.4 g. of phenylhydrazine and 49.08 g. of p-chlorocinnamonitrile is refluxed for 7 hours then is allowed to stand at room temperature for 16 hours, then is evaporated to dryness in vacuo. The procedure of Example 16 is followed to give 12.0 g. of the product of the Example as colorless needles, m.p. 183.5°-185.5° C.

Workup

  1. additionA mixture of 500 ml
  2. customis evaporated to dryness in vacuo
  3. customto give 12.0 g

Sources & evidence

ORD record
ord-643fe6bdef9c40a3b7e4c20d9b906f19
Source dataset
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04432991

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes