Acetic Anhydride → N-(3-sulfanylphenyl)acetamide

HRID 2061129Notes

Reaction equation

HRID 2061129 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.[C:9](OC(=O)C)(=[O:11])[CH3:10].C(N(CC)CC)C>C(Cl)Cl>[SH:8][C:4]1[CH:3]=[C:2]([NH:1][C:9](=[O:11])[CH3:10])[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 315773-Aminothiophenol

Product 1

HCID 19693018N-(3-sulfanylphenyl)acetamideYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Aminothiophenol (1.0 g, 7.99 mmol), acetic anhydride (0.83 mL) and triethyl amine (1.7 mL) were dissolved in methylene chloride, and the solution was stirred at room temperature for 2 hours. It was then purified by silica gel chromatography (hexane:ethyl acetate=3:1) to yield the title compound (1.16 g, 87%).

Workup

  1. customIt was then purified by silica gel chromatography (hexane:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-1519e308da4f4cd3bf6e32fcc2c751d3
Source dataset
uspto-grants-2012_10
Patent number
US08278465B2

Reaction notes

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