Hydrochloric Acid → HCID 13239721, compound

HRID 543555Notes

Reaction equation

HRID 543555 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH3:31])=[C:5]([C:21]([O:23][CH2:24][C:25]2(OCC[O:27]2)[CH3:26])=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9].Cl>C(O)C>[CH3:1][C:2]1[NH:3][C:4]([CH3:31])=[C:5]([C:21]([O:23][CH2:24][C:25](=[O:27])[CH3:26])=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 13239720HCID 13239720, compound

Product 1

HCID 13239721HCID 13239721, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8.2 g of methyl 2,2-ethylenedioxypropyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate was refluxed in 35 ml of an ethanol solution containing 5 ml of 10% hydrochloric acid for 6 hours. The solvent was then distilled off and the residue was crystallized from diethyl ether. Recrystallization of the crystals from a mixture of ethyl acetate and hexane gave 4.8 g (65% yield) of methyl 2-oxopropyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate as yellow prisms having a melting point of 139° C.

Workup

  1. distillationThe solvent was then distilled off
  2. customthe residue was crystallized from diethyl ether
  3. customRecrystallization of the crystals
  4. additionfrom a mixture of ethyl acetate and hexane

Sources & evidence

ORD record
ord-be40c2f7e1ef46b7890bdeac84d305e5
Source dataset
uspto-grants-1984_05
Patent number
US04446325

Reaction notes

Loading…