Hydrogen Peroxide → HCID 70575833, compound

HRID 1680485Notes

Reaction equation

HRID 1680485 reaction equation
[C:1]([C:3]1[CH:24]=[CH:23][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([CH2:17][C:18]3[NH:19][CH:20]=[CH:21][N:22]=3)=[CH:9]2)=[CH:5][CH:4]=1)#[N:2].[OH:25]O.[OH-].[Na+].O>C(O)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([CH2:17][C:18]3[NH:19][CH:20]=[CH:21][N:22]=3)=[CH:9]2)=[CH:23][CH:24]=1)(=[O:25])[NH2:2]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 14798Sodium HydroxideHCID 70575344HCID 70575344, compound

Product 1

HCID 70575833HCID 70575833, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

1-(4-Cyanobenzyl)-3-(1-imidazolylmethyl)indole (1.0 g) was dissolved in ethanol (10 ml) and 30% hydrogen peroxide (5 ml) and 6 N sodium hydroxide (5 ml) were added. The resulting mixture was stirred for 2 hours at 50° C. and then poured into water. The solid product was filtered off, washed with water and crystallised from ethanol to give 1-(4-carbamoylbenzyl)-3-(1-imidazolylmethyl)indole (0.65 g), m.p. 173°-175° C. Found: C, 72.63; H, 5.54; N, 16.29. C20H18N4O4 requires: C, 72.71; H, 5.49; N, 16.96.

Workup

  1. filtrationThe solid product was filtered off
  2. washwashed with water
  3. customcrystallised from ethanol

Sources & evidence

ORD record
ord-348d30db77e048528dec8a9ae5799566
Source dataset
uspto-grants-1981_06
Patent number
US04273782

Reaction notes

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