Acetyl chloride → N-(2-(4-methoxyphenylthio)ethyl)acetamide

HRID 1917066Notes

Reaction equation

HRID 1917066 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][CH2:12][NH2:13])=[CH:6][CH:5]=1.[C:14](Cl)(=[O:16])[CH3:15].C(N(CC)CC)C>C(Cl)Cl>[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][CH2:12][NH:13][C:14](=[O:16])[CH3:15])=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 122619332-(4-Methoxyphenylthio)ethanamine hydrochloride

Product 1

HCID 49865266N-(2-(4-methoxyphenylthio)ethyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of compound 1-HCl (0.44 g) in CH2Cl2 (15 mL) cooled to ˜0° C. was added acetyl chloride (1.0 mL) and triethylamine (1.0 mL). The reaction mixture was stirred for 1 hour at 0° C. and washed with 1N HCl, sat. NaHCO3. The solvents were removed by evaporation under reduced pressure to give product 10 as solid (pure by TLC and NMR). Yield: 0.5 g.

Workup

  1. washwashed with 1N HCl, sat. NaHCO3
  2. customThe solvents were removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-9e9f51fbe6684a45be1b76f13041ff09
Source dataset
uspto-grants-2013_12
Patent number
US08618282B2

Reaction notes

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