Hydrochloric Acid → HCID 178488465, compound

HRID 973127Notes

Reaction equation

HRID 973127 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:21]=[C:12]3[C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=4[C:19](=[O:20])[N:11]3[N:10]=2)=[CH:5][CH:4]=1.[OH2:22].[OH-].[Na+].Cl>CO>[C:19]([C:18]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:12]1[CH:21]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[NH:10][N:11]=1)([OH:22])=[O:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 1397657HCID 1397657, compound

Product 1

HCID 178488465HCID 178488465, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2 -(4-methoxyphenyl)-8H-pyrazolo[5,1-a]isoindol-8-one (100 mg), water (5 ml) and methanol (5ml) was stirred for one hour with sodium hydroxide (0.5 g). Within 5 minutes, a colorless solution has been produced. The mixture was then acidified to pH 3 with concentrated hydrochloric acid, cooled to 0° and filtered. The colorless crystalline residue was rinsed with water and air-dried. It was recrystallized from 33% aqueous ethanol (15 ml), recovery 80.7 mg (79%) of colorless crystals, mp 223°-225° dec, of 3-(2-carboxyphenyl)-5-(4-methoxyphenyl)pyrazole.

Workup

  1. customa colorless solution has been produced
  2. temperaturecooled to 0°
  3. filtrationfiltered
  4. washThe colorless crystalline residue was rinsed with water
  5. customair-dried
  6. customIt was recrystallized from 33% aqueous ethanol (15 ml), recovery 80.7 mg (79%) of colorless crystals, mp 223°-225° dec, of 3-(2-carboxyphenyl)-5-(4-methoxyphenyl)pyrazole

Sources & evidence

ORD record
ord-1c06442311bb4feab7665ceae18b3d91
Source dataset
uspto-grants-1977_10
Patent number
US04055409

Reaction notes

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