Acetyl chloride → HCID 19701924, compound

HRID 862142Notes

Reaction equation

HRID 862142 reaction equation
Cl.[NH2:2][C:3]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:4]=1[C:5]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]2[O:15][CH2:16][O:17][C:11]=2[CH:10]=1)=[O:6].[C:23](Cl)(=[O:25])[CH3:24].C(N(C(C)C)CC)(C)C>O1CCCC1>[C:23]([NH:2][C:3]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][C:4]=1[C:5]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]2[O:15][CH2:16][O:17][C:11]=2[CH:10]=1)=[O:6])(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 19701934HCID 19701934, compound

Product 1

HCID 19701924HCID 19701924, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Amino-5-chloro-N-(3,4-methylenedioxybenzyl)benzamide hydrochloride (100 mg) was reacted with 40 μl of acetyl chloride in 5 ml of tetrahydrofuran in the presence of 150 μl of diisopropylethylamine. The reaction mixture was subjected to extraction with ethyl acetate and water and recrystallization from ethyl acetate/hexane to give 85 mg of 2-acetamido-5-chloro-N-(3,4-methylenedioxybenzyl)benzamide (yield: 84%).

Workup

  1. extractionThe reaction mixture was subjected to extraction with ethyl acetate and water and recrystallization from ethyl acetate/hexane

Sources & evidence

ORD record
ord-130df6ae6d0a4a50845b10a48120dc16
Source dataset
uspto-grants-1998_02
Patent number
US05716993

Reaction notes

Loading…