4-Chlorobenzylamine → HCID 16073919, compound

HRID 1068052Notes

Reaction equation

HRID 1068052 reaction equation
[CH3:1][N:2]([N:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[C:6]([C:15]([O-:17])=O)=[CH:5]1)[CH3:3].[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH2:24])=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH:24][C:15]([C:6]2[C:7](=[O:14])[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:4]([N:2]([CH3:1])[CH3:3])[CH:5]=2)=[O:17])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 660364-ChlorobenzylamineHCID 131722675HCID 131722675, compound

Product 1

HCID 16073919HCID 16073919, compound

Procedure

Ethyl 1-(dimethylamino-4-oxo-1,4-dihydro-3-quinolinecarboxylate (0.21 g) of Preparation No. 59 and 4-chlorobenzylamine (1.2 mL) are heated to 180° C. for 10 hrs under nitrogen. The product is precipitated from the cooled reaction mixture by dilution with a mixture of toluene and hexanes. The crude product is then recrystallized from aqueous acetic acid to give 0.030 g of the title compound.

Workup

  1. customThe product is precipitated from the cooled reaction mixture by dilution with a mixture of toluene and hexanes
  2. customThe crude product is then recrystallized from aqueous acetic acid

Sources & evidence

ORD record
ord-a470a7f8c5bb47d7bfa309fe4921a8ec
Source dataset
uspto-grants-2001_06
Patent number
US06248739B1

Reaction notes

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