Ethanol → HCID 23153869, compound

HRID 1175794Notes

Reaction equation

HRID 1175794 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[C:4](=[O:21])[C:3]=1[C:22]#[N:23].Cl.[CH3:25][O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[NH:33][NH2:34].C(N(CC)CC)C.C(O)C>O>[NH2:23][C:22]1[N:33]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[O:26][CH3:25])[N:34]=[C:2]2[C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[N:5]([CH2:12][C:13]3[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=3)[C:4](=[O:21])[C:3]=12

Participants

6

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 28494452-Methoxyphenylhydrazine HydrochlorideHCID 23153939HCID 23153939, compound

Product 1

HCID 23153869HCID 23153869, compoundYield 64.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 4-chloro-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carbonitrile (500 mg), 2-methoxyphenylhydrazine hydrochloride (321 mg), triethylamine (627 μl) and ethanol (5 ml) was stirred at room temperature for 1 hour and at 90° C. for 2 hours. After cooling, water was added to the mixture and the precipitated solid was collected by filtration, washed with water-ethanol and dried to obtain the target compound (421 mg).

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with water-ethanol
  4. customdried

Sources & evidence

ORD record
ord-6ea7cb2237714bac915445f98bf574fa
Source dataset
uspto-grants-2010_11
Patent number
US07842701B2

Reaction notes

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