Sulfuric Acid → HCID 21560905, compound

HRID 1580984Notes

Reaction equation

HRID 1580984 reaction equation
S(=O)(=O)(O)O.[NH:6]1[CH2:10][CH2:9][N:8]=[C:7]1[C:11]1[CH:25]=[CH:24][CH:23]=[CH:22][C:12]=1[C:13](C1C=CC(C)=CC=1)=[O:14].[OH-].[Na+]>>[N:6]1[CH:10]=[CH:9][N:8]2[CH:13]([OH:14])[C:12]3[C:11](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:7]=12

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 13732549HCID 13732549, compound

Product 1

HCID 21560905HCID 21560905, compound

Procedure

Twenty grams of the residue 9b-(p-tolyl)-1,2,3,9b-tetrahydro-1-(p-tolylsulfonyl)-1H-imidazo[2,1-a]isoindol-5-one are dissolved in 50 ml. of 80 percent sulfuric acid and stirred at room temperature for one hour. The reaction mixture which contains the sulfate salt of 2-(2-imidazolin-2-yl)-4'-methylbenzophenone is then cooled by the addition of ice water and made alkaline by the addition of a 10N sodium hydroxide solution. The precipitated solid is separated by decantation and recrystallized from dioxan to obtain crystalline 2,3-dihydro-5-(4-tolyl(-5H-imidazo[2,1-a]isoindol-5-ol, m.p. 208°-210°C.

Workup

  1. customThe precipitated solid is separated by decantation
  2. customrecrystallized from dioxan

Sources & evidence

ORD record
ord-46e521f5679e4e0086e88f7e6fcb5cfc
Source dataset
uspto-grants-1976_01
Patent number
US03935218

Reaction notes

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