Ethyl Thioglycolate → HCID 54284218, compound

HRID 1077039Notes

Reaction equation

HRID 1077039 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]([C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=2Cl)[C:9]([C:21]([O:23][CH3:24])=[O:22])=[C:8]([CH3:25])[N:7]([CH3:26])[C:6]=1[CH3:27])=[O:4].[Na].[CH2:29]([O:31][C:32](=[O:35])[CH2:33][SH:34])[CH3:30]>CCOCC>[CH3:1][O:2][C:3]([C:5]1[CH:10]([C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[CH:13][C:12]=2[S:34][CH2:33][C:32]([O:31][CH2:29][CH3:30])=[O:35])[C:9]([C:21]([O:23][CH3:24])=[O:22])=[C:8]([CH3:25])[N:7]([CH3:26])[C:6]=1[CH3:27])=[O:4]

Participants

5

Reactant 3

HCID 12185Ethyl ThioglycolateHCID 1123521HCID 1123521, compoundHCID 5360545Sodium

Product 1

HCID 54284218HCID 54284218, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 19.7 g of 1,2,6-trimethyl-(2-chloro-5-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester (melting point 190°C) in 200 ml of alcohol is heated to reflux and 60 ml of a solution of 2.3 g of sodium in 100 ml of alcohol, together with 13.2 g of mercaptoacetic acid ethyl ester, are added thereto. The mixture is refluxed for 15 hours and thereafter filtered and evaporated. The precipitate obtained after adding a little ether is recrystallized from methanol to yield yellow crystals of melting point 118°C. Yield: 72% of theory.

Workup

  1. temperatureto reflux
  2. temperatureThe mixture is refluxed for 15 hours
  3. filtrationfiltered
  4. customevaporated
  5. customThe precipitate obtained
  6. customis recrystallized from methanol
  7. customto yield yellow crystals of melting point 118°C

Sources & evidence

ORD record
ord-385c97b720254f509f38774bab8e8c4c
Source dataset
uspto-grants-1976_05
Patent number
US03959296

Reaction notes

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