2-Aminopyridine → 5,6-Dihydro-4-hydroxy-2,6-dimethyl-N-(2-pyridyl]-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxamide

HRID 35848Notes

Reaction equation

HRID 35848 reaction equation
[OH:1][C:2]1[CH2:7][N:6]([CH3:8])[S:5](=[O:10])(=[O:9])[N:4]([CH3:11])[C:3]=1[C:12]([O:14]C)=O.[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1>>[OH:1][C:2]1[CH2:7][N:6]([CH3:8])[S:5](=[O:9])(=[O:10])[N:4]([CH3:11])[C:3]=1[C:12]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)=[O:14]

Participants

3

Reactant 2

HCID 104392-AminopyridineHCID 54719676methyl 5,6-dihydro-4-hydroxy-2,6-dimethyl-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxylate

Product 1

HCID 547196755,6-Dihydro-4-hydroxy-2,6-dimethyl-N-(2-pyridyl]-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxamideYield 55%

Procedure

The synthesis was effected analogously to Example 1 using in each case 1.0 equivalent of methyl 5,6-dihydro-4-hydroxy-2,6-dimethyl-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxylate and 2-aminopyridine. Recrystallisation from a diisopropyl ether/tetrahydrofuran mixture gives the title compound in a yield of 55%.

Workup

  1. customRecrystallisation from a diisopropyl ether/tetrahydrofuran mixture

Sources & evidence

ORD record
ord-bff00bb4d303422f8c739772de77acc3
Source dataset
uspto-grants-1995_05
Patent number
US05411955

Reaction notes

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