Sodium Hydroxide → HCID 13236306, compound

HRID 1649249Notes

Reaction equation

HRID 1649249 reaction equation
CO[CH:3]=[CH:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20](=[O:31])[C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=3)[CH2:16][CH2:15]2)=[CH:10][CH:9]=1)=[O:6].[OH-].[Na+]>OS(O)(=O)=O>[CH3:30][O:29][C:23]1[CH:22]=[C:21]([CH:26]=[CH:25][C:24]=1[O:27][CH3:28])[C:20]([N:17]1[CH2:16][CH2:15][N:14]([C:11]2[CH:12]=[C:13]3[C:8](=[CH:9][CH:10]=2)[NH:7][C:5](=[O:6])[CH:4]=[CH:3]3)[CH2:19][CH2:18]1)=[O:31]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70535275HCID 70535275, compound

Product 1

HCID 13236306HCID 13236306, compoundYield 5%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

N-(β-methoxyacryloyl)-p-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]aniline (5 g) was added portionwise to 50 ml of 60% H2SO4 while stirring at room temperature. After continuing the reaction for 2 hours, the reaction mixture was neutralized with 10 N NaOH to precipitate crystals which then were collected by filtration and washed with water. Recrystallization of the crystals from chloroform-methanol gave 230 mg of 6-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]carbostyril, m.p. 265°-266.5° C. (decomp.), yellow granules.

Workup

  1. customthe reaction for 2 hours
  2. customto precipitate crystals which
  3. filtrationthen were collected by filtration
  4. washwashed with water
  5. customRecrystallization of the crystals from chloroform-methanol

Sources & evidence

ORD record
ord-2e86e0d6173f4ed9ac417540d65794a9
Source dataset
uspto-grants-1983_11
Patent number
US04415572

Reaction notes

Loading…