Ethanol → HCID 54243064, compound

HRID 1417306Notes

Reaction equation

HRID 1417306 reaction equation
[N:1]1([C:6]2[CH:28]=[CH:27][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][N:16]3C(=O)C4C(=CC=CC=4)C3=O)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.NN.C(O)C.[OH-].[Na+]>O>[N:1]1([C:6]2[CH:28]=[CH:27][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH2:16])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

6

Reactant 4

HCID 702EthanolHCID 9321HydrazineHCID 14798Sodium HydroxideHCID 22442153HCID 22442153, compound

Product 1

HCID 54243064HCID 54243064, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-[5-[4-(1H-imidazol-1-yl)phenoxy]butyl]-1H-isoindole-1,3-(2H)-dione (Example 26) is cleaved by hydrazine in refluxing ethanol by the procedure of Example 2. The crude hydrochloride salt is dissolved in 20 parts of water, made basic with 10N NaOH, and the mixture then extracted with 30 parts of dichloromethane. After drying with Na2SO4, the dichloromethane is removed in vacuo to give the desired compound as a clear oil, with the correct molecular weight as determined by mass spectrometry.

Workup

  1. extractionthe mixture then extracted with 30 parts of dichloromethane
  2. dry with materialAfter drying with Na2SO4
  3. customthe dichloromethane is removed in vacuo

Sources & evidence

ORD record
ord-6f8f7307e96841a993969afa59ade322
Source dataset
uspto-grants-1999_03
Patent number
US05877196

Reaction notes

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