Acetyl chloride → N-[3-(4-Methyl-2-nitro-phenylsulfanyl)-phenyl]-acetamide

HRID 2197797Notes

Reaction equation

HRID 2197797 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[C:11]([NH2:15])[CH:12]=[CH:13][CH:14]=2)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1.[C:19](Cl)(=[O:21])[CH3:20]>C(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:10]=[C:11]([NH:15][C:19](=[O:21])[CH3:20])[CH:12]=[CH:13][CH:14]=2)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 684579173-(4-Methyl-2-nitro-phenylsulfanyl)-phenylamine

Product 1

HCID 68459008N-[3-(4-Methyl-2-nitro-phenylsulfanyl)-phenyl]-acetamideYield 91.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from Example 71a (650 mg, 2.50 mmol) was dissolved in DCM and acetyl chloride (196 mg, 2.50 mmol) was added. Allowed to stir at room temperature for 1 h, at which time a solid was collected by filtration providing the title compound (690 mg, 61%)

Workup

  1. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-c2cf9e3e33ed42098db81a986eadde3a
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

Loading…