Sodium Chloride → HCID 15572903, compound

HRID 1154958Notes

Reaction equation

HRID 1154958 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.C([O-])([O-])=O.[K+].[K+].[I-].[Na+].[CH2:21]([N:23]([CH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH:32]1[CH3:37])[C:24](=[O:30])[CH2:25][CH:26]([CH3:29])[CH2:27]Cl)C.[Na+].[Cl-]>CN(C=O)C>[CH3:21][N:23]([CH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH:32]1[CH3:37])[C:24]([CH2:25][CH:26]([CH3:29])[CH2:27][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:30]

Participants

7

Reactant 5

HCID 5234Sodium ChlorideHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 1770652,6-DihydroxyquinolineHCID 20563568HCID 20563568, compound

Product 1

HCID 15572903HCID 15572903, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.6 Grams of 6-hydroxycarbostyril, 1.4 g of K2CO3, 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 DMF and agitated at 70° to 80° C. for 4.5 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 produce 1.4 g of 6-{3-[N-methyl-N-(2-methylcyclohexyl)aminocarbonyl]-2-methylpropoxy}carbostyril with melting point of 146°-149° C.

Workup

  1. customAfter the reaction
  2. filtrationthe precipitated crystals are filtered out
  3. washwashed with water
  4. customThe resultant crude crystals are recrystallized from benzene-ligroin

Sources & evidence

ORD record
ord-a96034e7dae047df9d6dc9679c2f2968
Source dataset
uspto-grants-1981_11
Patent number
US04298739

Reaction notes

Loading…