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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190117Generated: November 1, 2026

Triethylamine → Cis-3,5-dimethyl-1-(4-nitro-phenylmethanesulfonyl)-piperazine

https://huagongshe.com/reaction/1190117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(4-Nitrophenyl)methanesulfonyl chlorideHCID 2794642—
Reactantrel-(2R,6S)-2,6-dimethylpiperazineHCID 6950261—
SolventDichloromethaneHCID 6344—
ProductCis-3,5-dimethyl-1-(4-nitro-phenylmethanesulfonyl)-piperazineHCID 5899459290%

Reaction Steps

A solution of 250 mg (1.06 mmol) of 4-nitrophenylmethanesulfonyl chloride and 133 mg (1.17 mmol) of cis-2,6-dimethylpiperazine in CH2Cl2 (10 mL) was treated with 325 μL (2.33 mmol) of triethylamine at RT for 20 min. The mixture was diluted with CH2Cl2 (15 mL) and washed with water (1×15 mL). The organic layer was dried (MgSO4) and concentrated in vacuo to afford 298 mg (90%) of the title compound as an off-white solid: 1H-NMR (CDCl3; 400 MHz): δ 8.25 (d, 2H, J=8.8 Hz), 7.87 (d, 2H, J=8.8 Hz), 4.24 (s, 1H), 3.59-3.53 (m, 2H), 2.92-2.82 (m, 2H), 2.30-2.23 (m, 2H), 1.04 (d, 6H, J=6.0 Hz). Mass spectrum (ESI, m/z): Calcd. for C13H19N3O4S, 314.1 (M+H). found 314.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674100B2
Source datasetuspto-grants-2014_03
ORD IDord-18752a97214e4716b5208ada6c60d1ac
Source noteuspto-grants-2014_03