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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68539Generated: October 28, 2026

Dimethylformamide → 2-Phenyl-4-methyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile

https://huagongshe.com/reaction/68539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 563387HCID 563387—
SolventWaterHCID 962—
Product2-Phenyl-4-methyl-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrileHCID 478015880%

Reaction Steps

Intermediate c (9 g, 0.042 mol) was added to DMF (100 mL). To the mixture was added NaH (1.3 g, 0.054 mol) in batch under an ice bath. After stirring for 30 min, methyl iodide (2.74 mL, 0.042 mol) was added dropwise. After the dropwise addition, the reaction was conducted for 2 h. After completion of the reaction, the reaction solution was poured into water (600 mL). A great deal of red solid separated out and was filtered by suction. The filtered cake was washed with water and dried to produce an orange red solid (7.6 g) in a yield of 80.0%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822465B2
Source datasetuspto-grants-2014_09
ORD IDord-75a9f9c9efbb4141990b29869d1c0bb4
Source noteuspto-grants-2014_09