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1,1-Dichloroethane → Diethyl [2-phenyl-2-(2-amino-5-chloro-phenyl)-1-aza-vinyl]-malonate

HRID 2072283
Notes
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Reaction equation

HRID 2072283 reaction equation
Cl.[NH2:2][CH:3]([C:9]([OH:11])=[O:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:12]1([C:18]([C:23]2[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:24]=2[NH2:30])=NCCN)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Cl[CH:32](Cl)[CH3:33]>>[C:12]1([C:18]([C:23]2[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:24]=2[NH2:30])=[N:2][CH:3]([C:9]([O:11][CH2:32][CH3:33])=[O:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 63651,1-Dichloroethane2×HCID 20464734Ethyl aminomalonate hydrochlorideHCID 214076921-Phenyl-1-(2-amino-5-chloro-phenyl)-2,5-diazapent-1-ene

Product 1

HCID 21525865Diethyl [2-phenyl-2-(2-amino-5-chloro-phenyl)-1-aza-vinyl]-malonate

Procedure

16 g of dry ethyl amino-malonate hydrochloride are suspended in 200 ml of dichloroethane, then a solution of 10 g of 1-phenyl-1-(2-amino-5-chloro-phenyl)-2,5-diazapent-1-ene in 100 ml of dichloroethane is added and the whole is heated at 80° for 3 hours 30 minutes. The red colour at the start changes to yellow at the end of the reaction.

Workup

  1. temperaturethe whole is heated at 80° for 3 hours 30 minutes
  2. customThe red colour at the start changes to yellow at the end of the reaction

Sources & evidence

ORD record
ord-66cb38be7b194862829f43ff05c9b00e
Source dataset
uspto-grants-1977_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04051127

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes