3-Chloroaniline → HCID 178452783, compound

HRID 1602300Notes

Reaction equation

HRID 1602300 reaction equation
[C:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[C:20]([C:21]#[N:22])=[C:19]([N:23]=[CH:24]OCC)[NH:18][N:17]=2)=[CH:11][CH:10]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[Cl:28][C:29]1[CH:30]=[C:31]([CH:33]=[CH:34][CH:35]=1)[NH2:32]>C(O)C>[C:1]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16]2[C:20]3[C:21](=[NH:22])[N:32]([C:31]4[CH:33]=[CH:34][CH:35]=[C:29]([Cl:28])[CH:30]=4)[CH:24]=[N:23][C:19]=3[NH:18][N:17]=2)=[CH:13][CH:14]=1)([O:3][C:4]([CH3:6])([CH3:5])[CH3:7])=[O:2]

Participants

4

Reactant 2

HCID 79323-ChloroanilineHCID 178468255HCID 178468255, compound

Product 1

HCID 178452783HCID 178452783, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 7 g (18.9 mmol) of 3-[4-(N-BOC-amino)-phenylamino]-4-cyano-5-(ethoxy-methyleneamino)-pyrazole, 3.97 ml (37.78 mmol) of 3-chloro-aniline and 150 ml of ethanol is heated under reflux for 9 hours and stirred at room temperature for a further 15 hours. Filtering and washing the filter residue with cold ethanol yield the title compound; m.p. 229-234° C. (decomp.); FAB-MS: (M+H)+ =452.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 9 hours
  3. filtrationFiltering
  4. washwashing the filter residue with cold ethanol

Sources & evidence

ORD record
ord-3ece849a168842e69861c7d4b0dcbd70
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

Loading…