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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179431Generated: November 2, 2026

Benzenesulfinic acid, sodium salt → ethyl 7-chloro-9-(phenylsulfonyl)-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylate

https://huagongshe.com/reaction/2179431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfinic acid, sodium saltHCID 2723840—
Reactantethyl 9-bromo-7-chloro-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylateHCID 68109096—
Productethyl 7-chloro-9-(phenylsulfonyl)-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylateHCID 6810970862%

Reaction Steps

The product of step D and sodium benzenesulfinate were coupled using the procedure of Example 29 step C. Purification by flash column chromatography (SiO2, 9:1 to 1:1 hexanes/ethyl acetate) afforded ethyl 7-chloro-9-(phenylsulfonyl)-4,5-dihydro-1H-benzofuro[2,3-d]azepine-3(2H)-carboxylate (35 mg, 62%) as a white solid: 1H NMR (CDCl3, 300 MHz) δ 8.00-7.92. (m, 3H), 7.80 (s, 1H), 7.62-7.48 (m, 3H), 4.20 (q, J=7.1 Hz, 2H), 3.80-3.68 (m, 4H), 3.22-3.11 (m, 2H), 2.96-2.82 (m, 2H), 1.29 (t, J=7.1 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067949B2
Source datasetuspto-grants-2015_06
ORD IDord-c0998affa0ce48baa948a99080d653ab
Source noteuspto-grants-2015_06