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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 367161Generated: October 28, 2026

N-Methyl-4-nitroaniline → 2-[N-methyl-N-(4-nitrophenyl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one

https://huagongshe.com/reaction/367161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Methyl-4-nitroanilineHCID 7483—
ReactantAmmonium thiocyanateHCID 15666—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Chloronicotinic acidHCID 76258—
SolventAcetoneHCID 180—
SolventDimethylformamideHCID 6228—
Product2-[N-methyl-N-(4-nitrophenyl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-oneHCID 2328774681%

Reaction Steps

The reaction procedure of Example 57 was followed except that 1.757 g (11.2 mmol) of 2-chloronicotinic acid, 15 ml of thionyl chloride, two droplets of DMF, 891 mg of ammonium thiocyanate, 15 ml of acetone, 1.78 g of N-methyl-4-nitroaniline and 10 ml of acetone were used. The product was then recrystallized from ethanol to obtain 2.85 g of 2-[N-methyl-N-(4-nitrophenyl)amino]-4H-pyrido[3,2-e]-1,3-thiazin-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133258
Source datasetuspto-grants-2000_10
ORD IDord-6bc221cc9899400ea7521cfa5b22b2eb
Source noteuspto-grants-2000_10