Triethylamine → HCID 72729679, compound

HRID 2073364Notes

Reaction equation

HRID 2073364 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][NH:12][C:13]([O:15][CH3:16])=[O:14])=[S:10])=[CH:4][CH:3]=1.[C:17]([O:21][CH2:22][CH3:23])(=[O:20])[CH:18]=[CH2:19].C(N(CC)CC)C>C1C=CC=CC=1>[CH2:22]([O:21][C:17](=[O:20])[CH2:18][CH2:19][S:10][C:9](=[N:11][NH:12][C:13]([O:15][CH3:16])=[O:14])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)[CH3:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8821Ethyl AcrylateHCID 14294118HCID 14294118, compound

Product 1

HCID 72729679HCID 72729679, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 30 g of 2-[2-(4-methylphenyl)-1-thioxoethyl]hydrazinecarboxylic acid, methyl ester, 25 g of ethyl acrylate, 500 μl of triethylamine and 250 ml of benzene was heated at reflux for 24 hours, cooled and concentrated in vacuo. The resulting oil was purified by dry column chromatography on silica gel, eluting with dichloromethane. The desired fractions were collected and evaporated, giving [1-[(3-ethoxy-3-oxopropyl)thio]-2-(4-methylphenyl)ethylidene]hydrazinecarboxylic acid, methyl ester as an oil.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 24 hours
  3. temperaturecooled
  4. concentrationconcentrated in vacuo
  5. customThe resulting oil was purified
  6. customby dry column chromatography on silica gel
  7. washeluting with dichloromethane
  8. customThe desired fractions were collected
  9. customevaporated

Sources & evidence

ORD record
ord-9153a624f0554b81b25004ad8c257a20
Source dataset
uspto-grants-1990_04
Patent number
US04916237

Reaction notes

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