Ethyl Acetoacetate → HCID 22642453, compound

HRID 2414713Notes

Reaction equation

HRID 2414713 reaction equation
[C:1](OCC)(=[O:6])[CH2:2][C:3]([CH3:5])=O.[Cl:10][C:11]1[CH:12]=[C:13]([NH:17][C:18]2[CH2:22][C:21](=[O:23])[N:20]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:19]=2)[CH:14]=[CH:15][CH:16]=1>C(O)(=O)C>[Cl:10][C:11]1[CH:12]=[C:13]([N:17]2[C:1](=[O:6])[CH:2]=[C:3]([CH3:5])[C:22]3[C:21](=[O:23])[N:20]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=4)[NH:19][C:18]2=3)[CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 8868Ethyl AcetoacetateHCID 178516404HCID 178516404, compound

Product 1

HCID 22642453HCID 22642453, compoundYield 32.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
150 °C

Procedure

30 ml of acetic acid and 4 g of ethyl acetoacetate were added to 5.7 g of 3-(3-chlorophenylamino)-1-phenyl-2-pyrazolin-5-one, and they were heated and stirred over a bath of 150° C. for 10 hours and 20 minutes. Insoluble matter was filtrated from the reaction solution in a hot state, and washed with isopropanol, followed by drying with air, to obtain 2.3 g of 7-(3-chlorophenyl)-2-phenyl-4-methylpyrazolo(3,4-b)pyridin-3,6-dione. It had a melting point of from 278 to 282° C.

Workup

  1. temperaturewere heated
  2. filtrationInsoluble matter was filtrated from the reaction solution in a hot state
  3. washwashed with isopropanol
  4. customby drying with air

Sources & evidence

ORD record
ord-9635fef6e8fa4fb69d7ceb6d25aae04f
Source dataset
uspto-grants-2004_11
Patent number
US06815152B2

Reaction notes

Loading…