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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880044Generated: October 30, 2026

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

https://huagongshe.com/reaction/880044

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 numberUS08993566B2
Source datasetuspto-grants-2015_03
ORD IDord-75f89cc42dbd4531b2adc0ab4912e8f1
Source noteuspto-grants-2015_03