Triethylamine → Acetanilide, 4'-(bis(2-chloroethyl)sulfamoyl)-

HRID 1787987Notes

Reaction equation

Cl.[Cl:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][Cl:8].C(N(CC)CC)C.[C:16]([NH:19][C:20]1[CH:25]=[CH:24][C:23]([S:26](Cl)(=[O:28])=[O:27])=[CH:22][CH:21]=1)(=[O:18])[CH3:17]>O1CCOCC1>[Cl:2][CH2:3][CH2:4][N:5]([CH2:6][CH2:7][Cl:8])[S:26]([C:23]1[CH:22]=[CH:21][C:20]([NH:19][C:16](=[O:18])[CH3:17])=[CH:25][CH:24]=1)(=[O:28])=[O:27]

Participants

Conditions

Temperature: 80 °C

Procedure

Bis(2-chloroethyl)amine hydrochloride (0.0114 mol) and triethylamine (0.0114 mol) are added to a solution of 4-acetamidophenylsulfonyl chloride (1.34 g, 0.0057 mol) in dioxane (5 mL). The mixture is heated for 1 hour at 80° C., then part of the solvent is removed by evaporation at reduced pressure, and water is added until precipitation of the resulting sulfonamide. The product is collected by filtration as a pink solid in 40.44% yield and used without further purification.

Workup

custompart of the solvent is removed by evaporation at reduced pressure, and water
additionis added until precipitation of the resulting sulfonamide
filtrationThe product is collected by filtration as a pink solid in 40.44% yield
customused without further purification

Sources & evidence

ORD record: ord-f5867f0a56f74b5f8f8250f9295bfa78
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07511133B2

Reaction notes

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