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

HRID 35847

반응식

HRID 35847 반응식
[CH2:1]([N:8]1[S:13](=[O:15])(=[O:14])[N:12]([CH3:16])[C:11]([C:17]([O:19]C)=O)=[C:10]([OH:21])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:22][C:23]1[CH:27]=[C:26]([CH3:28])[O:25][N:24]=1.C(OC(C)C)(C)C.C(O)=O.C(OC(C)C)(C)C.CC(C)=O>>[CH2:1]([N:8]1[S:13](=[O:14])(=[O:15])[N:12]([CH3:16])[C:11]([C:17]([NH:22][C:23]2[CH:27]=[C:26]([CH3:28])[O:25][N:24]=2)=[O:19])=[C:10]([OH:21])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 4

HCID 661723-Amino-5-methylisoxazoleHCID 22221350Acetone diisopropyl etherHCID 54719673methyl 6-benzyl-5,6-dihydro-4-hydroxy-2-methyl-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxylateHCID 86748651Diisopropyl ether formic acid

생성물 1

HCID 547196746-Benzyl-5,6-dihydro-4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-1,1-dioxo-2H-1,2,6-thiadiazine-3-carboxamide수율 59%

실험 절차

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%.

출처 및 근거

ORD 기록
ord-60ff78ad634e4d849b92503a1c955644
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411955

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