4-Chlorobenzylamine → HCID 178522891, compound

HRID 2289935Notes

Reaction equation

HRID 2289935 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([C:12]([O:14]CC)=O)=[C:7]2[OH:17].[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][C:8]([C:12]([NH:24][CH2:23][C:22]1[CH:25]=[CH:26][C:19]([Cl:18])=[CH:20][CH:21]=1)=[O:14])=[C:7]2[OH:17]

Participants

3

Reactant 2

HCID 660364-ChlorobenzylamineHCID 178469616HCID 178469616, compound

Product 1

HCID 178522891HCID 178522891, compound

Procedure

Ethyl 8-chloro-4-hydroxyquinoline-3-carboxylate (1.21 g) and 4-chlorobenzyl-amine (1.8 mL) are heated at 180° C. for 2 hours. The reaction is cooled to room temperature and the resulting solid filtered, washed thoroughly with diethyl ether and methylene chloride, and dried to give the desired product (1.44 g).

Workup

  1. filtrationthe resulting solid filtered
  2. washwashed thoroughly with diethyl ether and methylene chloride
  3. customdried

Sources & evidence

ORD record
ord-1cb670b3e5cc4eed9bfc2c3767795a7c
Source dataset
uspto-grants-2000_07
Patent number
US06093732

Reaction notes

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