Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347115Generated: October 29, 2026

Diethyl Ether → 2-(Methyl-{5-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-pent-4-ynyl}-amino)-ethanol

https://huagongshe.com/reaction/347115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant3-Buten-1-amineHCID 443732—
ReactantMethanesulfonic acid 5-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-pent-4-ynyl esterHCID 86585421—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(Methyl-{5-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-pent-4-ynyl}-amino)-ethanolHCID 2231410656%

Reaction Steps

150 mg (0.34 mmol) Methanesulfonic acid 5-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-pent-4-ynyl ester in 1.5 ml DMF were treated with 140 μl (1.7 mmol) N-allylmethylamine at 50° C. for 4 h. The solution was diluted with ether and water, the organic phase was washed with 0.5 M NaOH, and dried over Na2SO4. Column chromatography on silica gel gave 80 mg (56%) 2-(Methyl-{5-[3-(4-trifluoromethyl-phenyl)-benzo[d]isothiazol-6-yl]-pent-4-ynyl}-amino)-ethanol as light yellow, MS: 419 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07173043B2
Source datasetuspto-grants-2007_02
ORD IDord-0e8882e2de3649fe97356eb2db1f555d
Source noteuspto-grants-2007_02