Ethyl 3-(2-amino-4-chlorophenyl)-2-methyl-2-propenate → 7-Chloro-3-methyl-1H-quinolin-2-one

HRID 2269783Notes

Reaction equation

HRID 2269783 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH:9]=[C:10]([CH3:16])[C:11](OCC)=[O:12]>C(O)C>[Cl:8][C:6]1[CH:7]=[C:2]2[C:3]([CH:9]=[C:10]([CH3:16])[C:11](=[O:12])[NH:1]2)=[CH:4][CH:5]=1

Participants

3

Reactant 1

HCID 70215816Ethyl 3-(2-amino-4-chlorophenyl)-2-methyl-2-propenate

Product 1

HCID 122780437-Chloro-3-methyl-1H-quinolin-2-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a 50-ml Erlenmeyer flask made of quartz, 10 ml of (E) ethyl 3-(2-amino-4-chlorophenyl)-2-methyl-2-propenate were dissolved in 10 ml of ethanol; and, while being stirred, the mixture was irradiated with ultraviolet rays at 256 nm for 72 hours. The reaction liquid was concentrated under a reduced pressure, and the resulting crude crystal was recrystallized from ethanol, whereby the aimed compound was obtained.

Workup

  1. customthe mixture was irradiated with ultraviolet rays at 256 nm for 72 hours
  2. customThe reaction liquid
  3. concentrationwas concentrated under a reduced pressure
  4. customthe resulting crude crystal was recrystallized from ethanol, whereby the aimed compound
  5. customwas obtained

Sources & evidence

ORD record
ord-fd01faeb51094a8da94b05da8903661e
Source dataset
uspto-grants-2001_12
Patent number
US06329546B1

Reaction notes

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