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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1978920Generated: October 30, 2026

Sodium hydride → 2818-06-6

https://huagongshe.com/reaction/1978920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTosylmethyl isocyanideHCID 161915—
ReactantDimethyl FumarateHCID 637568—
SolventDimethylformamideHCID 6228—
Product2818-06-6HCID 5087326—

Reaction Conditions

Temperature0 °C

Reaction Steps

TOSMIC (1.5 g, 7.7 mmol) was added to a solution of dimethyl fumarate (1 g, 6.9 mmol) and sodium hydride (60%, 0.59, 12.5 mmol) in dry DMF (25 ml) at 0° C., and the solution stirred at 0° C. for 15 minutes. The reaction was poured onto ice-water and the product filtered and recrystallised from aqueous ethanol. 0.61 g, 48%. 1H-n.m.r. (DMSO-d6) δ (ppm) 3.68 (6H, s, 2×CH3), 7.39 (2H, s, 2×CH), 11.81 (1H, s, NH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06239159B1
Source datasetuspto-grants-2001_05
ORD IDord-a009546adac7428ebb42b87d9cf41f2e
Source noteuspto-grants-2001_05