Acetic Anhydride → N-[1-(2,4-Dichlorophenyl)-5-(4-chlorophenyl)-1H-pyrazol-3-yl]formamide

HRID 55360Notes

Reaction equation

HRID 55360 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)=[CH:12][C:11]([NH2:21])=[N:10]1.[C:22](OC(=O)C)(=[O:24])C>C(O)=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:13]([C:14]2[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=2)=[CH:12][C:11]([NH:21][CH:22]=[O:24])=[N:10]1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 537241291-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-1H-pyrazol-3-ylamine

Product 1

HCID 19957369N-[1-(2,4-Dichlorophenyl)-5-(4-chlorophenyl)-1H-pyrazol-3-yl]formamide

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

0.50 g of 1-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-1H-pyrazol-3-ylamine, obtained in the previous Example, is added in small portions to a mixture of 4 ml of formic acid and 0.5 ml of acetic anhydride, cooled in an ice bath. After stirring for 30 min, the solvents are evaporated off under vacuum and the residue is taken up in isopropyl ether. The white solid obtained is filtered off, washed with isopropyl ether and dried under vacuum to give 0.49 g of the expected formamide.

Workup

  1. temperaturecooled in an ice bath
  2. customthe solvents are evaporated off under vacuum
  3. customThe white solid obtained
  4. filtrationis filtered off
  5. washwashed with isopropyl ether
  6. customdried under vacuum

Sources & evidence

ORD record
ord-0a4079327cef4180b80bdeb70fb51037
Source dataset
uspto-grants-1997_04
Patent number
US05624941

Reaction notes

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