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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423123Generated: November 3, 2026

Chlorosuccinimide → 10-Chloro-2-methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole

https://huagongshe.com/reaction/2423123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant2-Methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indoleHCID 25055776—
SolventTetrahydrofuranHCID 8028—
Product10-Chloro-2-methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indoleHCID 25057078—

Reaction Conditions

Temperature50 °C

Reaction Steps

N-chlorosuccinimide (NCS) (29 mg, 0.21 mmol) was added to a solution of 2-methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole Example 5, 0.050 g, 0.15 mmol) in THF (2 mL) and the reaction mixture was heated at 50° C. overnight. Additional NCS (0.030 g, 0.22 mmol) was added and the mixture was heated for 4 days at 50° C. The mixture was evaporated and the crude material was purified by flash chromatography on silica gel using MeOH:DCM:NEt3 (2:97:1) to give 7.3 mg of a white solid. MS m/z 377 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960374B2
Source datasetuspto-grants-2011_06
ORD IDord-711972acff84482c9de89d600528ce7b
Source noteuspto-grants-2011_06