Acetic Acid → HCID 14573629, compound

HRID 2165291Notes

Reaction equation

HRID 2165291 reaction equation
[C:1]1([C:7](=O)[CH:8]([CH2:12][NH:13][C:14](=[O:17])[CH:15]=[CH2:16])[C:9](=O)[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19]1([NH:25][NH2:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(O)(=O)C>O>[C:19]1([N:25]2[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[C:8]([CH2:12][NH:13][C:14](=[O:17])[CH:15]=[CH2:16])[C:9]([CH3:10])=[N:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 7516PhenylhydrazineHCID 14573624HCID 14573624, compound

Product 1

HCID 14573629HCID 14573629, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 29.4 g of the 1-phenyl-2-(acrylamidomethyl)-butane-1,3-dione prepared according to Synthesis Example I, 12.9 g of phenylhydrazine, 180 ml of acetic acid and 180 ml of water was refluxed for 5 minutes, cooled to room temperature and then diluted with 600 ml of water. The crystals precipitated in this procedure were filtered off under suction and washed with diethyl ether. This gave 37.4 g of 1,5-diphenyl-3-methyl-4-acrylamidomethylpyrazole having a melting point of 157°-159° C. The 1H-NMR spectroscopic measurement confirmed the presence of this product:

Workup

  1. customprepared
  2. temperaturewas refluxed for 5 minutes
  3. customThe crystals precipitated in this procedure
  4. filtrationwere filtered off under suction
  5. washwashed with diethyl ether

Sources & evidence

ORD record
ord-d1e1e84559a649b193c081564c51f636
Source dataset
uspto-grants-1990_07
Patent number
US04939268

Reaction notes

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