Hydrochloric Acid → HCID 86736423, compound

HRID 894673Notes

Reaction equation

HRID 894673 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH:32](OCC)[O:33]CC)=[C:5]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:6]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[CH:19]=2)[C:7]=1[C:8]([O:10][CH2:11][CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[O:9].Cl.C(=O)(O)[O-].[Na+]>CC(C)=O>[CH3:1][C:2]1[NH:3][C:4]([CH:32]=[O:33])=[C:5]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:6]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-:26])=[O:25])[CH:19]=2)[C:7]=1[C:8]([O:10][CH2:11][CH2:12][N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 20533149HCID 20533149, compound

Product 1

HCID 86736423HCID 86736423, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a mixture of a brown oil (2.46 g) of 2-(N,N-diethylamino)ethyl 2-methyl-4-(3-nitrophenyl)-5-ethoxycarbonyl-6-diethoxymethyl-1,4-dihydropyridine-3-carboxylate in acetone (24.6 ml) was added 6 N hydrochloric acid (2.46 ml) and this mixture was stirred for two hours at room temperature. The reaction mixture was adjusted to pH 7 with an aqueous solution of sodium bicarbonate and the acetone was distilled off. The residue was extracted with ethyl acetate, and the extract was washed with water, dried, and concentrated to give an oil (1.81 g) of 2-(N,N-diethylamino)ethyl 2-methyl-4-(3-nitrophenyl)-5-ethoxycarbonyl-6-formyl-1,4-dihydropyridine-3-carboxylate.

Workup

  1. distillationthe acetone was distilled off
  2. extractionThe residue was extracted with ethyl acetate
  3. washthe extract was washed with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ee9b4ff41cfa45cfa265886a1d01668a
Source dataset
uspto-grants-1981_08
Patent number
US04284634

Reaction notes

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