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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527351Generated: November 1, 2026

Cyanamide → HCID 86711621, compound

https://huagongshe.com/reaction/527351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanamideHCID 9864—
ReactantN-bromobutanimideHCID 67184—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 86711601HCID 86711601—
SolventMethanolHCID 887—
ProductHCID 86711621HCID 86711621—

Reaction Steps

Cyanamide (350 mg, 8.20 mmol) and potassium tert-butoxide (860 mg, 7.60 mmol) are added to a solution of 2-(3-fluoro-4-methylsulfanyl-benzyl)-isoindole-1,3-dione (preparation 15a, 2.00 g, 6.31 mmol) in methanol (50 mL). N-Bromosuccinimide (1.70 g, 9.50 mmol) is added and the mixture is stirred at room temperature over night. All volatiles are removed under reduced pressure, and the residue is treated with dichloromethane (20 mL). The mixture is washed with saturated aqueous sodium chloride solution, dried over Na2SO4 and concentrated under reduced pressure. The residue is directly used in the next step without further purification. Yield: 1.61 g (60% of theory); ESI mass spectrum: [M+H]+=342; r.t. HPLC: 0.76 min (5-95AB).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346794B1
Source datasetuspto-grants-2016_05
ORD IDord-35e055ed3d76434fbf92091004c6f97e
Source noteuspto-grants-2016_05