Formaldehyde → HCID 22156956, compound

HRID 1073831Notes

Reaction equation

HRID 1073831 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].[CH2:29]=O.[NH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>C(O)C>[N:31]1([CH2:29][S:28][CH2:27][C:7]2[NH:8][C:9]([CH3:26])=[C:10]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:11]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=3)[C:6]=2[C:1]([O:3][CH2:4][CH3:5])=[O:2])[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 8082PiperidineHCID 116758332-Mercaptomethyl-3,5-dicarboetoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine

Product 1

HCID 22156956HCID 22156956, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-2-mercaptomethyl-1,4-dihydropyridine (mg 300), formaldehyde (37%); μl 90) and piperidine (μ87) in ethanol (ml 3) is stirred at 40° C. under nitrogen atmosphere, for 24 hrs. After evaporation at reduced pressure the residue is purified by chromatography (SiO2 9 g eluent diisopropyl ether/ hexane 60/40) to give 2-(N-piperidinylmethylthiomethyl)-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine as a yellow oil.

Workup

  1. customAfter evaporation at reduced pressure the residue
  2. customis purified by chromatography (SiO2 9 g eluent diisopropyl ether/ hexane 60/40)

Sources & evidence

ORD record
ord-b20880f4701746da937cefff1541ebb8
Source dataset
uspto-grants-1990_11
Patent number
US04971984

Reaction notes

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