Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35847Generated: October 25, 2026

3-Amino-5-methylisoxazole → 6-Benzyl-5,6-dihydro-4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxamide

https://huagongshe.com/reaction/35847

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Amino-5-methylisoxazoleHCID 66172—
ReactantAcetone diisopropyl etherHCID 22221350—
Reactantmethyl 6-benzyl-5,6-dihydro-4-hydroxy-2-methyl-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxylateHCID 54719673—
ReactantDiisopropyl ether formic acidHCID 86748651—
Product6-Benzyl-5,6-dihydro-4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxamideHCID 5471967459%

Reaction Steps

The synthesis is effected analogously to Example 1 using in each case 1 equivalent of methyl 6-benzyl-5,6-dihydro-4-hydroxy-2-methyl-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxylate and 3-amino-5-methylisoxazole. Chromatography over silica gel using a mixture of diisopropyl ether/formic acid=100/1 or recrystallisation from a diisopropyl ether/acetone mixture gives the title compound in a yield of 59%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05411955
Source datasetuspto-grants-1995_05
ORD IDord-60ff78ad634e4d849b92503a1c955644
Source noteuspto-grants-1995_05