Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601330Generated: October 29, 2026

3-[bis(methylthio)methylene]-1-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)quinoline-2,4(1H,3H)-dione → 2-[4-hydroxy-3-{7-[(methoxymethoxy)methyl]-1,1-dioxido-4H-thieno[2,3-e][1,2,4]thiadiazin-3-yl}-2-oxoquinolin-1(2H)-yl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/601330

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[bis(methylthio)methylene]-1-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)quinoline-2,4(1H,3H)-dioneHCID 10341506—
Reactant2-Amino-4-[(methoxymethoxy)methyl]-3-thiophenesulfonamideHCID 57455187—
SolventTolueneHCID 1140—
Product2-[4-hydroxy-3-{7-[(methoxymethoxy)methyl]-1,1-dioxido-4H-thieno[2,3-e][1,2,4]thiadiazin-3-yl}-2-oxoquinolin-1(2H)-yl]-1H-isoindole-1,3(2H)-dioneHCID 13635841261.5%

Reaction Steps

The product of Example 309G (32.6 mg, 0.13 mmol) and the product of Example 350C (53 mg, 0.13 mmol) were reacted in toluene (3 mL) at 100° C. for 3 hours. The resulting precipitate was collected by filtration and washed with methanol and diethyl ether to give the title compound (45 mg, 61.5%). 1H NMR (300 MHz, DMSO-d6) δ 3.32 (s, 3 H), 4.61 (s, 2 H), 4.70 (s, 2 H), 7.28 (s, 1 H), 7.42 (m, 1 H), 7.70 (d, J=4.04 Hz, 2 H), 8.06 (m, 2 H), 8.11 (m, 2 H), 8.22 (d, J=8.09 Hz, 1 H). MS (ESI−) m/z 565 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902203B2
Source datasetuspto-grants-2011_03
ORD IDord-1a3e171b4f304a198d1bf144aa4ea1b7
Source noteuspto-grants-2011_03