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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853435Generated: October 31, 2026

Propargylamine → HCID 58956310, compound

https://huagongshe.com/reaction/1853435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargylamineHCID 239041—
Reactant(4-Nitrophenyl)methanesulfonyl chlorideHCID 2794642—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 58956310HCID 5895631079.6%

Reaction Steps

To a cooled (0° C.) suspension of 4-nitrophenylmethanesulfonylchloride (0.510 g, 2.16 mmol) in ethyl acetate (3.0 mL) was added a solution of propargyl amine (1.0 mL, 14.5 mmol) in water (1.0 mL). The reaction mixture was stirred for 30 minutes and then diluted with ethyl acetate (30 mL) and washed with 1N HCl (10 mL), water (10 mL), and brine (10 mL). The organic layer was dried (MgSO4), filtered, and concentrated in vacuo to provide 4-(prop-2-ynylaminosulfonylmethyl)nitrobenzene as a tan solid (0.437 g), which was used without further purification. 1HNMR (CDCl3): δ 8.25 (d, J=8.7 Hz, 2H), 7.66 (d, J=8.7 Hz, 2H), 4.48 (s, 3H), 3.98 (dd, J=2.7 and 6.3 Hz, 2H), 2.48 (t, J=2.7 Hz, 1H); LCMS: purity: 99%; MS (m/e): 253 (M−).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962643B2
Source datasetuspto-grants-2015_02
ORD IDord-bd58e0c104044834bc81a4fc3c22c7bf
Source noteuspto-grants-2015_02