2-Chloroaniline → HCID 13002203, compound

HRID 461671Notes

Reaction equation

HRID 461671 reaction equation
[CH3:1][C:2]1([CH3:10])[CH2:9][C:7](=[O:8])[CH2:6][C:4](=O)[CH2:3]1.[Cl:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH2:14]>>[Cl:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[NH:14][C:4]1[CH2:3][C:2]([CH3:1])([CH3:10])[CH2:9][C:7](=[O:8])[CH:6]=1

Participants

3

Reactant 2

HCID 72402-ChloroanilineHCID 31358Dimedone

Product 1

HCID 13002203HCID 13002203, compound

Procedure

A mixture of 40 parts of dimedone and 36.4 parts of 2-chloroaniline is heated at 170°-175° C for 45 minutes, followed by cooling. The resulting reaction product is recrystallized to obtain yellow cubes. The crystals are collected by filtration, washed well with isopropyl ether and recrystallized from acetone. The procedure yields colorless prisms of 3-(2-chloroanilino)-5,5-dimethyl-2-cyclohexen-1-one. Melting point: 150°-152° C. By procedures similar to those described in Example 1 (a) and (b), the following compounds are produced.

Workup

  1. temperatureis heated at 170°-175° C for 45 minutes
  2. temperatureby cooling
  3. customThe resulting reaction product
  4. customis recrystallized
  5. customto obtain yellow cubes
  6. filtrationThe crystals are collected by filtration
  7. washwashed well with isopropyl ether
  8. customrecrystallized from acetone

Sources & evidence

ORD record
ord-ba7943258d204ca7b435c9adf0798429
Source dataset
uspto-grants-1977_12
Patent number
US04064133

Reaction notes

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