3-Chloroaniline → HCID 178491039, compound

HRID 1602277Notes

Reaction equation

HRID 1602277 reaction equation
[C:1]([C:3]1[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=2)=[N:5][NH:6][C:7]=1[N:8]=[CH:9]OCC)#[N:2].[Cl:22][C:23]1[CH:24]=[C:25]([CH:27]=[CH:28][CH:29]=1)[NH2:26]>C(O)C>[Cl:22][C:23]1[CH:24]=[C:25]([N:26]2[C:1](=[NH:2])[C:3]3[C:4]([NH:13][C:14]4[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=4)=[N:5][NH:6][C:7]=3[N:8]=[CH:9]2)[CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 79323-ChloroanilineHCID 178468254HCID 178468254, compound

Product 1

HCID 178491039HCID 178491039, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.85 g (13.49 mmol) of 4-cyano-5-(ethoxy-methyleneamino)-3-(3-methoxy-phenylamino)-pyrazole, 2.84 ml (27.02 mmol) of 3-chloro-aniline and 75 ml of ethanol is heated under reflux for 2 hours. The reaction mixture is then cooled to RT and filtered. Washing the crystals with ethanol and diethyl ether yields the title compound; m.p. 190-192° C.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 2 hours
  3. filtrationfiltered
  4. washWashing the crystals with ethanol and diethyl ether

Sources & evidence

ORD record
ord-39f89a21029c450f96fa12256857e6e0
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

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