Ethanol → HCID 86733819, compound

HRID 1283209Notes

Reaction equation

HRID 1283209 reaction equation
[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[C:3]=1[CH2:20][C:21]#N.[CH2:23]([OH:25])[CH3:24].S(=O)(=O)(O)[OH:27].C(=O)(O)[O-:32].[Na+]>O>[CH2:23]([O:25][C:21](=[O:27])[CH2:20][C:3]1[C:4]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)=[N:5][N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:2]=1[Cl:1])[CH3:24].[OH2:32]

Participants

6

Reactant 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 53778394HCID 53778394, compound

Product 1

HCID 86733819HCID 86733819, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10 g of 5-chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetonitrile, 100 ml of ethanol, 1.5 ml of water and 15 ml of concentrated sulfuric acid are heated for 16 hours at boiling point. The liquid is poured on to ice, made alkaline with sodium bicarbonate solution extracted with ether and reduced in bulk. After recrystallisation from ethanol and water ethyl 5-chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetate is obtained with a 69% yield; F 51.5°-52.5° (from ether/petroleum ether).

Workup

  1. additionThe liquid is poured on to ice
  2. extractionextracted with ether
  3. customAfter recrystallisation from ethanol

Sources & evidence

ORD record
ord-a573766cc2fe445ea304eb39f4108494
Source dataset
uspto-grants-1976_08
Patent number
US03974176

Reaction notes

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