Triethyl orthoacetate → HCID 135802973, compound

HRID 1721315Notes

Reaction equation

HRID 1721315 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[OH:12])[C:5]([NH:7][NH2:8])=[O:6].[CH2:13](OC(OCC)(OCC)C)[CH3:14]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[O:6][C:13]([CH3:14])=[N:8][N:7]=2)[CH:9]=[CH:10][C:11]=1[OH:12]

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 109542683-Chloro-4-hydroxybenzohydrazide

Product 1

HCID 135802973HCID 135802973, compound

Procedure

A mixture of 3-chloro-4-hydroxybenzoic acid hydrazide (6 g) and 1,1,1-triethoxyethane (90 ml) was refluxed under nitrogen for 19.5 h. On cooling and stirring, the solid which crystallised out of the reaction mixture was filtered off, washed well with ethyl acetate and dried to give the title compound (1.8 g) T.l.c. ethanol Rf 0.65.

Workup

  1. temperaturewas refluxed under nitrogen for 19.5 h
  2. temperatureOn cooling
  3. customthe solid which crystallised out of the reaction mixture
  4. filtrationwas filtered off
  5. washwashed well with ethyl acetate
  6. customdried

Sources & evidence

ORD record
ord-c22e30c1ca9d4f3c86a21d5ac303ddc2
Source dataset
uspto-grants-1996_04
Patent number
US05510350

Reaction notes

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