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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533749Generated: October 28, 2026

Benzene, 1-chloro-3-isocyanato- → HCID 46843374, compound

https://huagongshe.com/reaction/533749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-chloro-3-isocyanato-HCID 17968—
ReactantDiisopropylethylamineHCID 81531—
ReactantEther hydrochlorideHCID 10953452—
ReactantHCID 66677239HCID 66677239—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 46843374HCID 46843374113.2%

Reaction Steps

3-Chloro-6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrole (50 mg, 0.24 mmol), and DIEA (0.04 mL, 0.24 mmol) were dissolved in DCM (2 mL). 3-Chlorophenyl isocyanate (0.03 mL, 0.26 mmol) was added dropwise, and the reaction solution was stirred overnight at room temperature. The crude reaction mixture was concentrated, and converted to the HCl salt by dissolving the crude material in MeOH (1 ml) and adding 1 M HCl/ether (2 equiv). The resulting solution was refrigerated overnight. Additional ether was added to drive precipitate formation. The resulting precipitate was filtered and dried under vacuum to provide 32 (54 mg, 56% yield) as a yellow solid. LC-MS (M+H=361, obsd.=361).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853391B2
Source datasetuspto-grants-2014_10
ORD IDord-482b4a813579471d96cdb920e275615e
Source noteuspto-grants-2014_10