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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856839Generated: October 29, 2026

Cyclohexanone → Methyl 4-{3-[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoate

https://huagongshe.com/reaction/1856839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanoneHCID 7967—
ReactantN-(1,3-benzodioxol-5-ylmethyl)-2-cyanoacetamideHCID 4342112—
ReactantSulfurHCID 5362487—
ReactantMethyl 2-(carbonochloridoyl)benzoateHCID 11159939—
ReactantN-(benzo[1,3]dioxol-5-ylmethyl)-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamideHCID 11782481—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-{3-[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoateHCID 10907136—

Reaction Steps

1.0 g of methoxycarbonylbenzoyl chloride ("A") is added to a solution of 1.5 g of N-(benzo[1,3]dioxol-5-ylmethyl)-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide [obtainable by reacting cyclohexanone with N-benzo[1,3]dioxol-5-ylmethyl-2-cyanoacetamide in the presence of sulphur) in 50 ml of dichloromethane and 2 ml of pyridine and stirring is carried out for 2 hours at room temperature. The solvent is removed and is worked up in the customary manner. 1.3 g of methyl 4-{3-[(benzo[1,3]dioxol-5-ylmethyl)carbamoyl]-4,5,6,7-tetrahydrobenzo[b]thiophene-2-ylcarbamoyl}benzoate, m.p. 165°, are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143777
Source datasetuspto-grants-2000_11
ORD IDord-c6a02c14fc9f4efc94de6e2540a8c7c2
Source noteuspto-grants-2000_11