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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536715Generated: October 29, 2026

Sodium Carbonate → (R)-tetrahydrofuran-2-ylmethyl-cyanamide

https://huagongshe.com/reaction/536715

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantCyanogen BromideHCID 10476—
Reactant(R)-(tetrahydro-furan-2-yl)-methylamineHCID 66643034—
SolventDiethyl EtherHCID 3283—
Product(R)-tetrahydrofuran-2-ylmethyl-cyanamideHCID 5528815188.5%

Reaction Steps

To a stirred mixture of cyanogen bromide (2.2 g, 20.8 mmol) and anhydrous Na2CO3 (4.2 g, 39.6 mmol) in dry ether (30 mL) cooled between −20 and −10° C. was added (R)-(tetrahydro-furan-2-yl)-methylamine (Aldrich) (2.0 g, 19.8 mmol) over 10 minutes. Stirring was continued for an additional 1.5 hours at −20 to −10° C. Then the mixture was filtered and concentrated to provide 2.21 g of the title product. MS (ESI) m/z 127 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859596B2
Source datasetuspto-grants-2014_10
ORD IDord-121bee5cdc904dc5a152afc592128e76
Source noteuspto-grants-2014_10