Triethyl orthoacetate → HCID 135788365, compound

HRID 1796968Notes

Reaction equation

HRID 1796968 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[NH:19][C:18]2[C:17]([NH:20][NH2:21])=[N:16][C:15](=[O:22])[N:14]([CH2:23][CH2:24][CH3:25])[C:13]=2[N:12]=1)[CH2:2][CH3:3].[C:26](OCC)(OCC)(OCC)[CH3:27]>>[CH3:26][C:27]1[N:16]2[C:17]([C:18]3[NH:19][C:11]([C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=4[O:4][CH2:1][CH2:2][CH3:3])=[N:12][C:13]=3[N:14]([CH2:23][CH2:24][CH3:25])[C:15]2=[O:22])=[N:20][N:21]=1

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 22174576HCID 22174576, compound

Product 1

HCID 135788365HCID 135788365, compoundYield 77%

Procedure

A mixture of 8-(2-propoxyphenyl)-3-propyl-6-hydrazino-3,7-dihydropurin-2-one (1.0 g, 2.9 mmol, see Preparation 9) and triethyl orthoacetate (10 mL) was heated under reflux for 2 h. The resulting mixture was cooled and the precipitate collected by filtration and washed with water and ethanol, then dried under vacuum to yield the title compound (0.82 g, 77%) as an off-white solid.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 h
  3. temperatureThe resulting mixture was cooled
  4. filtrationthe precipitate collected by filtration
  5. washwashed with water and ethanol
  6. customdried under vacuum

Sources & evidence

ORD record
ord-63787ca2b44f4d59babde1431d895b92
Source dataset
uspto-grants-2006_04
Patent number
US07034016B2

Reaction notes

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