2,2-Dimethoxypropane → HCID 22156959, compound

HRID 1073828Notes

Reaction equation

HRID 1073828 reaction equation
[C:1]([C:6]1[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:10]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:9]([CH3:26])[NH:8][C:7]=1[CH2:27][SH:28])([O:3][CH2:4][CH3:5])=[O:2].S(C1(O)C=CC=CC1C(O)=O)(O)(=O)=O.[CH3:43][O:44][C:45](OC)([CH3:47])[CH3:46]>>[C:1]([C:6]1[CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:10]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:9]([CH3:26])[NH:8][C:7]=1[CH2:27][S:28][C:45]([O:44][CH3:43])([CH3:47])[CH3:46])([O:3][CH2:4][CH3:5])=[O:2]

Participants

4

Reactant 3

HCID 64952,2-DimethoxypropaneHCID 116758332-Mercaptomethyl-3,5-dicarboetoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridineHCID 86744346HCID 86744346, compound

Product 1

HCID 22156959HCID 22156959, compound

Procedure

2 g of 3,5-dicarboethoxy-6-methyl-2-(mercaptome-thyl) -4-(m-nitrophenyl)-1,4-dihydropyridine (4,92 mmol.) and 20 mg of 2-sulphosalicylic acid bihydrate (0,049 mmol.) are dissolved in 20 ml of 2,2-dimethoxypropane. The solution is stirred for 2 hours at room temperature, then the solvent is evaporated under reduced pressure. The residue is dissolved in ethyl acetate, washed with a NaHCO3 solution (5%, 2×10 ml) and water (3×20 ml), dried on Na2SO4 and evaporated at reduced pressure. 1.8 g of 3,5-dicarboethoxy-6-methyl-2-[2-methoxyprop-2-yl-thiomethyl]-4-(m-nitrophenyl)-1,4-dihydropyridine (thick yellow oil) are obtained.

Workup

  1. customthe solvent is evaporated under reduced pressure
  2. dissolutionThe residue is dissolved in ethyl acetate
  3. washwashed with a NaHCO3 solution (5%, 2×10 ml) and water (3×20 ml)
  4. customdried on Na2SO4
  5. customevaporated at reduced pressure

Sources & evidence

ORD record
ord-cda0ac6fede246a68ea0d16bfffcd5e6
Source dataset
uspto-grants-1990_11
Patent number
US04971984

Reaction notes

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