Dimethylamine → N,N-dimethyl-2-phenylquinoline-4-carboxamide

HRID 986283Notes

Reaction equation

HRID 986283 reaction equation
Cl.[C:2]1([C:8]2[CH:17]=[C:16]([C:18](Cl)=[O:19])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:21][NH:22][CH3:23]>C(Cl)Cl>[CH3:21][N:22]([CH3:23])[C:18]([C:16]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[C:8]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:17]=1)=[O:19]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 123740002-Phenylquinoline-4-carbonyl chloride hydrochloride

Product 1

HCID 714728N,N-dimethyl-2-phenylquinoline-4-carboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

2-Phenylquinoline-4-carboxylic acid chloride hydrochloride (10.7 g) is added in portions over a period of 1 hour to a stirred solution of N,N-dimethylamine (18.9 g) in methylene chloride (100 ml), cooled to 0° C. The mixture is stirred for 1 hour at 0° C. The solution is evaporated under reduced pressure. The residue is taken up in methylene chloride (100 ml). The organic phase is washed with water (3×100 ml), dried over magnesium sulphate and evaporated under reduced pressure.

Workup

  1. customThe solution is evaporated under reduced pressure
  2. washThe organic phase is washed with water (3×100 ml)
  3. dry with materialdried over magnesium sulphate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-15e6a463ec2a4d0e97749226d9c7ad86
Source dataset
uspto-grants-1987_12
Patent number
US04711890

Reaction notes

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