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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 363323Generated: October 30, 2026

Dimethylformamide dimethyl acetal → 2-(6-Chloro-3-nitropyridin-2-yl)-N,N-dimethylethen-1-amine

https://huagongshe.com/reaction/363323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant6-Chloro-2-methyl-3-nitropyridineHCID 253123—
CatalystTriethylamineHCID 8471—
SolventDimethylformamideHCID 6228—
Product2-(6-Chloro-3-nitropyridin-2-yl)-N,N-dimethylethen-1-amineHCID 53732715—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 5 gm (29 mMol) 6-chloro-3-nitro-2-picoline in 40 mL dimethylformamide was treated with 5.83 mL (44 mMol) dimethylformamide dimethylacetal and the resulting mixture heated at 100° C. for 1.5 hours. At this point, 2 drops of triethylamine followed by 1.9 mL dimethylformamide dimethylacetal were added and heating continued for 2 more hours. The reaction mixture was concentrated under reduced pressure to provide the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05874427
Source datasetuspto-grants-1999_02
ORD IDord-c41032bbabc94757a6fef27dc577d9cd
Source noteuspto-grants-1999_02