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Preparation of 3-methyl-4-vinyl-1,2,5-oxadiazole and 3-methyl-4-vinyl-1,2,5-thiadiazole

โœ Scribed by Dale L. Boger; Christine E. Brotherton

Book ID
112126546
Publisher
Journal of Heterocyclic Chemistry
Year
1981
Tongue
English
Weight
308 KB
Volume
18
Category
Article
ISSN
0022-152X

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๐Ÿ“œ SIMILAR VOLUMES

2-Methyl-5-[3-(4-nitrophenyl)-1,2,4-oxad
2-Methyl-5-[3-(4-nitrophenyl)-1,2,4-oxadiazol-5-ylmethylenesulfanyl]-1,3,4-thiadiazole
โœ Wang, Pin-Liang ;Kang, Si-Shun ;Li, Hai-Ling ;Zeng, Hai-Su ;Wang, Hai-Bo ๐Ÿ“‚ Article ๐Ÿ“… 2007 ๐Ÿ› International Union of Crystallography ๐ŸŒ English โš– 490 KB

The title compound, C~12~H~9~N~5~O~3~S~2~, was synthesized __via__ condensation of 1,2,4-oxadiazole chloromethane with 1,3,4-thiadiazolethiol. The benzene and oxadiazole rings are almost coplanar, making a twist angle of only 4.6โ€…(3)ยฐ, but the thiadiazole ring deviates from the molecular plane, maki

2-Methyl-5-[3-(2-methylphenyl)-1,2,4-oxa
2-Methyl-5-[3-(2-methylphenyl)-1,2,4-oxadiazol-5-ylmethylsulfanyl]-1,3,4-thiadiazole
โœ Wang, Pin-Liang ;Li, Hai-Ling ;Kang, Si-Shun ;Zeng, Hai-Shu ;Wang, Hai-bo ๐Ÿ“‚ Article ๐Ÿ“… 2007 ๐Ÿ› International Union of Crystallography ๐ŸŒ English โš– 274 KB

In the title compound, C 13 H 12 N 4 OS 2 , the central oxadiazole ring makes dihedral angles of 8.9 (2) and 89.6 (3) with the benzene and thiadiazole rings, respectively.

2-Methyl-5-{3-[4-(methylsulfonyl)phenyl]
2-Methyl-5-{3-[4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-ylmethylsulfanyl}-1,3,4-thiadiazole
โœ Wang, Pin-Liang ;Zeng, Hai-Shu ;Kang, Si-Shun ;Li, Hai-Ling ;Wang, Hai-Bo ๐Ÿ“‚ Article ๐Ÿ“… 2007 ๐Ÿ› International Union of Crystallography ๐ŸŒ English โš– 266 KB

The title compound, C~13~H~12~N~4~O~3~S~3~, was synthesized __via__ condensation of 1,2,4-oxadiazole chloromethane with 1,3,4-thiadiazolethiol. There are three rings in the molecule. The benzene and oxadiazole rings are coplanar due to the extended aromatic system. The angle between this plane and t

2-{[3-(4-Chlorophenyl)-1,2,4-oxadiazol-5
2-{[3-(4-Chlorophenyl)-1,2,4-oxadiazol-5-yl]methylsulfanyl}-5-methyl-1,3,4-thiadiazole
โœ Wang, Pin-liang ;Li, Hai-ling ;Kang, Si-shun ;Wang, Hai-bo ๐Ÿ“‚ Article ๐Ÿ“… 2007 ๐Ÿ› International Union of Crystallography ๐ŸŒ English โš– 266 KB

The title compound, C~12~H~9~ClN~4~OS~2~, was synthesized __via__ condensation of 5-chloromethyl-3-(4-chlorophenyl)-1,2,4-oxadiazole with 5-mercapto-2-methyl-1,3,4-thiadiazole. The benzene and oxadiazole rings are coplanar due to the extended aromatic system. The angle between this plane and the thi