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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776597Generated: October 31, 2026

Water → HCID 86679549, compound

https://huagongshe.com/reaction/1776597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantMorpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 77210—
ReactantHCID 86679550HCID 86679550—
SolventDimethylformamideHCID 6228—
ProductHCID 86679549HCID 86679549104.7%

Reaction Steps

To a solution of ethyl 4-methoxy-3-(methylsulfonamido)benzoate (0.600 g, 2.314 mmol) in dry DMF (23 ml), 4-(2-chloroethyl)morpholine hydrochloride (0.517 g, 2.78 mmol) and K2CO3 (0.704 g, 5.09 mmol) were sequentially added stirring at RT under nitrogen, and the reaction was heated at 70° C. overnight. Water (40 ml) was added, and the mixture was extracted Et2O (3×) and then with EtOAc (3×). The combined organic layers were dried over Na2SO4, and the solvent was removed. The crude was purified by flash chromatography on silica gel column (EtOAc:MeOH=97:3) affording methyl 4-methoxy-3-(N-(2-morpholinoethyl)methylsulfonamido)-benzoate (0.902 g, yield supposed to be quantitative, MS/ESI+ 373.0 [MH]+). This crude was used as such, without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09265768B2
Source datasetuspto-grants-2016_02
ORD IDord-50ec94e494e047c9992edb4b42a3e2c0
Source noteuspto-grants-2016_02