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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803721Generated: October 29, 2026

Dimethylformamide → 2-Amino-4-methoxy-3-methylbenzonitrile

https://huagongshe.com/reaction/1803721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHept-6-en-1-amineHCID 12878168—
SolventWaterHCID 962—
Product2-Amino-4-methoxy-3-methylbenzonitrileHCID 5529642293%

Reaction Steps

A mixture of compound 76 (12 g, 0.08 mol), K2CO3 (11 g, 0.08 mol) in dry DMF (200 mL) was stirred for 15 min at RT. To this was added MeI (13.6 g, 0.096 mol) and the mixture was stirred for 4 h at RT. The reaction mixture was diluted with water (800 mL), extracted with 30% ethyl acetate in pet. ether (3×300 mL). The combined organic layers were washed with water and brine, dried and concentrated to give a crude product. The crude product was washed with pet. ether to give pure title compound (12 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349869B2
Source datasetuspto-grants-2013_01
ORD IDord-96f4d9f27bff4dd9ab7f61c9efd01aed
Source noteuspto-grants-2013_01