Ethyl formate → N-(2-(4-Methoxyphenylthio)ethyl)formamide

HRID 1917068Notes

Reaction equation

HRID 1917068 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][CH2:10][CH2:11][NH2:12])=[CH:5][CH:4]=1.CCN(CC)CC.[CH:20](OCC)=[O:21]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][CH2:10][CH2:11][NH:12][CH:20]=[O:21])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 8025Ethyl formateHCID 8471TriethylamineHCID 12261932Ethanamine, 2-[(4-methoxyphenyl)thio]-

Product 1

HCID 57864671N-(2-(4-Methoxyphenylthio)ethyl)formamide

Procedure

A solution of compound 1 (550 mg) and Et3N (1 mL) in HCO2Et (20 mL) was refluxed for 12 h. The mixture was cooled down and washed with 1 N HCl and sat. NaHCO3. The solvents were removed by evaporation under reduced pressure to give product 14 as solid: 606 mg. The crude product appeared to be pure by TLC and NMR and used for the next step reaction without further purification.

Workup

  1. temperatureThe mixture was cooled down
  2. washwashed with 1 N HCl and sat. NaHCO3
  3. customThe solvents were removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-29aff06d67e6415891e6c03dbc5bc8c5
Source dataset
uspto-grants-2013_12
Patent number
US08618282B2

Reaction notes

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