Sodium Chloride → HCID 15572903, compound

HRID 1154957Notes

Reaction equation

HRID 1154957 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]2.CC[O-].[Na+].[I-].[Na+].[CH2:19]([N:21]([CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]1[CH3:35])[C:22](=[O:28])[CH2:23][CH:24]([CH3:27])[CH2:25]Cl)C.[Na+].[Cl-]>C(O)C>[CH3:19][N:21]([CH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]1[CH3:35])[C:22]([CH2:23][CH:24]([CH3:27])[CH2:25][O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]2)=[O:28]

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 1770652,6-DihydroxyquinolineHCID 2723922Sodium ethoxideHCID 20563568HCID 20563568, compound

Product 1

HCID 15572903HCID 15572903, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.6 Grams of 6-hydroxycarbostyril, 0.7 g of sodium ethylate, 1.6 g of sodium iodide and 3.3 g of N-ethyl-N-(4-chloro-3-methylbutyryl)-2-methylcyclohexylamine are added to 30 ml of ethanol and the mixture is refluxed under agitation for 5 hours. After the reaction, the reaction solution is poured into 200 ml of saturated NaCl solution and the precipitated crystals are filtered out and washed with water. The resultant crude crystals are recrystallized from benzene-ligroin to obtain 1.4 g of 6-{3-[N-methyl-N-(2-methylcyclohexyl)aminocarbonyl]-2-methylpropoxy}carbostyril with melting point of 146°-149° C.

Workup

  1. temperaturethe mixture is refluxed under agitation for 5 hours
  2. customAfter the reaction
  3. filtrationthe precipitated crystals are filtered out
  4. washwashed with water
  5. customThe resultant crude crystals are recrystallized from benzene-ligroin

Sources & evidence

ORD record
ord-e3379a69008b492eb1c4bc50de83efad
Source dataset
uspto-grants-1981_11
Patent number
US04298739

Reaction notes

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