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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936692Generated: October 31, 2026

Ethyl 5-Chloro-3-(Methylthio)-1,2,4-Triazine-6-Carboxylate → 3-Methylthio-8-oxo-6-(2-isobutoxyphenyl)-7,8-dihydropyrimido[4,5-e][1,2,4]triazine

https://huagongshe.com/reaction/1936692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 5-Chloro-3-(Methylthio)-1,2,4-Triazine-6-CarboxylateHCID 11557703—
Reactant2-Isobutoxybenzamidine hydrochlorideHCID 22462370—
SolventTriethylamineHCID 8471—
Product3-Methylthio-8-oxo-6-(2-isobutoxyphenyl)-7,8-dihydropyrimido[4,5-e][1,2,4]triazineHCID 135670805—

Reaction Steps

In a similar manner to Example 85 reaction of 3-methylthio-5-chloro-6-carboethoxy-1,2,4-triazine (prepared from 3-methylthio-5-oxo-6-carboethoxy-4,5-dihydro-1,2,4-triazine, 1.5 g) with 2-isobutoxybenzamidine hydrochloride (2.37 g) and triethylamine (1.75 g) afforded the crude title compound (1.71 g). This was recrystallized from acetonitrile, then dissolved in chloroform, the organic solution was washed with 2 Normal hydrochloric acid (×2), chloroform removed under reduced pressure and the residue recrystallized twice from ethanol to afford the title compound, 0.32 g, m.p. 237-238° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06391885B1
Source datasetuspto-grants-2002_05
ORD IDord-fb01623046f74a0b8e5a6d8506884260
Source noteuspto-grants-2002_05