Acetoacetanilide → HCID 19890074, compound

HRID 653732Notes

Reaction equation

HRID 653732 reaction equation
[C:1]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[CH2:14]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH:15]1[O:17][CH2:16]1>>[C:8]1([N:7]([CH2:16][CH:15]([OH:17])[CH2:14][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:1](=[O:6])[CH2:2][C:3]([CH3:5])=[O:4])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Conditions

Temperature
170 °C

Procedure

Acetoacetanilide was mixed with phenyl glycidyl ether in a molar ratio of 1:1.2, and a reaction was allowed to proceed by heating the mixture at 170° C. for 1 hour. Then, the remaining unreacted phenyl glycidyl ether was removed in the same manner as in Reference Example 1, thereby obtaining a reaction product, (D)-2. Reaction product (D)-2 was further subjected to infrared spectrophotometry and gel permeation chromatography in the same manner as in Reference Example 1. This reaction product (D)-2 was a mixture containing, besides the desired compound formed by the reaction of the 1:1 reactants, high molecular weiqht compounds formed through further reactions.

Workup

  1. customThen, the remaining unreacted phenyl glycidyl ether was removed in the same manner as in Reference Example 1
  2. customobtaining a reaction product
  3. customReaction product (D)-2

Sources & evidence

ORD record
ord-6634f1fa77b54314a961de03c577b701
Source dataset
uspto-grants-1992_07
Patent number
US05128425

Reaction notes

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