Hydrochloric Acid → HCID 178469482, compound

HRID 1654706Notes

Reaction equation

HRID 1654706 reaction equation
[NH2:1][C:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:9][CH:8]=2)=[CH:5][NH:4][N:3]=1.[CH2:20]([O:22][C:23](=[O:34])[C:24](=[CH:30]OCC)[C:25](OCC)=[O:26])[CH3:21].[O-]CC.[Na+].C(O)C.Cl>O.C(O)C>[CH2:13]([C:10]1[CH:9]=[CH:8][C:7]([C:6]2[CH:5]=[N:4][N:3]3[C:25]([OH:26])=[C:24]([C:23]([O:22][CH2:20][CH3:21])=[O:34])[CH:30]=[N:1][C:2]=23)=[CH:12][CH:11]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6871Diethyl (ethoxymethylene)malonateHCID 23706232Ethanol sodium ethoxideHCID 178509248HCID 178509248, compound

Product 1

HCID 178469482HCID 178469482, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 3-amino-4-(4-benzylphenyl)pyrazole (0.75 g), ethoxymethylenemalonic diethylester (1.30 g) and ethanol (30 ml) was stirred under heating reflux for 48 hours. After cooling, sodium ethoxide -ethanol was added, and was stirred at room temperature for 12 hours. Then, at 0° C., 10% hydrochloric acid was added to adjust to acid, and water (50 ml) was added and stirred for 30 minutes. The precipitate was separated by filtration, washed with water, and dried to give the title compound (1.12 g).

Workup

  1. temperatureunder heating
  2. temperaturereflux for 48 hours
  3. temperatureAfter cooling
  4. stirringwas stirred at room temperature for 12 hours
  5. additionwas added
  6. stirringstirred for 30 minutes
  7. customThe precipitate was separated by filtration
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-fcffe24708da49e98bb615a9451f2cec
Source dataset
uspto-grants-1995_04
Patent number
US05409928

Reaction notes

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