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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641693Generated: October 31, 2026

Dimethylformamide → HCID 59258980, compound

https://huagongshe.com/reaction/641693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethylamineHCID 6329—
ReactantTriethylamineHCID 8471—
ReactantHCID 59258972HCID 59258972—
SolventAcetonitrileHCID 6342—
ProductHCID 59258980HCID 5925898072.2%

Reaction Steps

A solution of example 87 (16.0 g, 0.044 mol), methylamine (10.15 g, 0.088 mol, 27% in EtOH), Et3N (8.9 g, 0.088 mol) and a catalytic amount of DMF in acetonitrile (60 mL) was refluxed for 48 hours under a N2 balloon. TLC (petroleum ether/EtOAc 1:2) indicated the starting material was consumed completely. The reaction mixture was then concentrated in vacuo and the residue was purified by column chromatography (silica gel, petroleum ether/EtOAc from 15:1 to 4:1) to yield the crude product. Re-crystallization from CH2Cl2/petroleum ether (10 mL/150 mL) afforded pure title compound (10.5 g, 72.2%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696213B2
Source datasetuspto-grants-2010_04
ORD IDord-8be904f18dc945a999982f88c430bbe6
Source noteuspto-grants-2010_04