3-Chloroaniline → HCID 21490755, compound

HRID 1973885Notes

Reaction equation

HRID 1973885 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]([OH:14])=O)[C:5](=[CH:10][CH:11]=1)[CH2:6][C:7]([OH:9])=O.[Cl:15][C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19]>>[Cl:15][C:16]1[CH:17]=[C:18]([N:19]2[C:7](=[O:9])[CH2:6][C:5]3[C:4](=[CH:3][C:2]([Cl:1])=[CH:11][CH:10]=3)[C:12]2=[O:14])[CH:20]=[CH:21][CH:22]=1

Participants

3

Reactant 2

HCID 79323-ChloroanilineHCID 12593125HCID 12593125, compound

Product 1

HCID 21490755HCID 21490755, compound

Procedure

A mixture of 4-chlorohomophthalic acid (54.0 g., 0.25 mole) and m-chloroaniline (31.8 g., 0.25 mole) is heated by an oil bath until molten for two hours. When removed from the oil bath, the reaction mixture solidifies and is recrystallized twice from ethanol/ethyl acetate, giving 2-(m-Chlorophenyl)-7-chloroisoquinoline-1,3(2H,4H)-dione.

Workup

  1. temperatureis heated by an oil bath until molten for two hours
  2. customWhen removed from the oil bath
  3. customis recrystallized twice from ethanol/ethyl acetate

Sources & evidence

ORD record
ord-15f772aeb4dd4f239da23998621e5168
Source dataset
uspto-grants-1976_12
Patent number
US03998954

Reaction notes

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