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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508524Generated: November 3, 2026

1,2-Dichloroethane → N-Ethylcarbamate 4,6-dichloro-5-methoxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

https://huagongshe.com/reaction/508524

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAcetic AcidHCID 176—
ReactantChlorosuccinimideHCID 31398—
ReactantN-Ethylcarbamate 5-methoxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 86602843—
ProductN-Ethylcarbamate 4,6-dichloro-5-methoxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 131728821—

Reaction Conditions

Temperature70 °C

Reaction Steps

NCS (63 mg, 0.47 mmol) and acetic acid (1 mL) were added to a solution of N-ethylcarbamate-5-methoxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (from Example 2, Step A) (43 mg, 0.16 mmol) in DCE (1 mL), and the reaction solution was stirred for 3 hours at 70° C. The reaction was quenched with H2O and the solution filtered through an Extrelut column. The column was washed with CH2Cl2, and the filtrate was concentrated. The subtitle compound was obtained without further purification. MS calculated for C16H19Cl2NO3+H: 344, observed: 344.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096520B2
Source datasetuspto-grants-2015_08
ORD IDord-2edb7e02b81242878d1f5224e547b339
Source noteuspto-grants-2015_08