Water → HCID 15078626, compound

HRID 1709363Notes

Reaction equation

HRID 1709363 reaction equation
[C:1]([OH:4])(=[S:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:12][CH2:13][CH2:14][O:15][C:16]([C:18]1[CH:19]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([N+:36]([O-:38])=[O:37])[CH:31]=2)[C:20]([C:26]([O:28][CH3:29])=[O:27])=[C:21]([CH3:25])[NH:22][C:23]=1[CH3:24])=[O:17].O>CN(C)C=O>[C:1]([S:3][CH2:12][CH2:13][CH2:14][O:15][C:16]([C:18]1[CH:19]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([N+:36]([O-:38])=[O:37])[CH:31]=2)[C:20]([C:26]([O:28][CH3:29])=[O:27])=[C:21]([CH3:25])[NH:22][C:23]=1[CH3:24])=[O:17])(=[O:4])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 32742783-bromopropyl Methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylateHCID 178418634HCID 178418634, compound

Product 1

HCID 15078626HCID 15078626, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.30 g of thioacetic acid in 20 ml of N,N-dimethylformamide cooled on ice was added 0.50 g of potassium carbonate, and the mixture was stirred for 10 minutes. Then, 0.90 g of 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl ester 5-(3-bromopropyl) ester was added , and the mixture was stirred at room temperature for 24 hours. The reaction solution was poured into water and extracted with dichloromethane. The organic layer was washed with water and brine successively,m and dried over magnesium sulfate.

Workup

  1. stirringthe mixture was stirred at room temperature for 24 hours
  2. extractionextracted with dichloromethane
  3. washThe organic layer was washed with water and brine successively,m
  4. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-a291c62a4ec6496f9d168cd77d5f0663
Source dataset
uspto-grants-1990_08
Patent number
US04948899

Reaction notes

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