Ethanol → HCID 54719508, compound

HRID 1937436Notes

Reaction equation

HRID 1937436 reaction equation
[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:2].C([O:12][C:13]([C:15]1[C:16](=[O:30])[N:17]([CH3:29])[C:18]2[C:23]([C:24]=1[OH:25])=[C:22]([N:26]([CH3:28])[CH3:27])[CH:21]=[CH:20][CH:19]=2)=O)C.C(O)C>C1(C)C=CC=CC=1>[CH2:1]([N:3]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:13]([C:15]1[C:16](=[O:30])[N:17]([CH3:29])[C:18]2[C:23]([C:24]=1[OH:25])=[C:22]([N:26]([CH3:27])[CH3:28])[CH:21]=[CH:20][CH:19]=2)=[O:12])[CH3:2]

Participants

5

Reactant 3

HCID 702EthanolHCID 7670N-EthylanilineHCID 69337637HCID 69337637, compound

Product 1

HCID 54719508HCID 54719508, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N-Ethylaniline (4.4 g, 0.036 mol) was dissolved in 80 ml of toluene. About 30 ml of the solvent was distilled off in order to obtain a dry solution. 1,2-Dihydro-4-hydroxy-5-dimethylamino-1-methyl-2-oxo-quinoline-3-carboxylic acid ethyl ester (3.5 g, 0.012 mol) was added to the boiling solution. The ethanol formed during the reaction was distilled off together with some toluene for about 10 hours. The mixture was cooled to room temperature. The precipitate was collected, washed with cold toluene and hexane and dried to give the title compound (3.1 g), yield 71%.

Workup

  1. distillationAbout 30 ml of the solvent was distilled off in order
  2. customto obtain a dry solution
  3. distillationwas distilled off together with some toluene for about 10 hours
  4. customThe precipitate was collected
  5. washwashed with cold toluene and hexane
  6. customdried

Sources & evidence

ORD record
ord-6bd4c2536a0b43f7a4ad4ec424ff3d12
Source dataset
uspto-grants-2002_05
Patent number
US06395750B1

Reaction notes

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