Stable thioaldehydes: Synthesis, structure assignment, and stability of 6-amino-5-thioformyluracils

DOI: 10.1016/0040-4020(96)00533-9

Source and publish data:

Tetrahedron p. 9971 - 9978 (1996)

Update date:2022-08-03

Topics:

Authors:

Hirota, Kosaku

Sajiki, Hironao

Kubo, Keiko

Kido, Masaru

Nakagawa, Kazuyuki

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Article abstract of DOI:10.1016/0040-4020(96)00533-9

Stable 6-amino-5-thioformyluracils 3a-e were synthesized starting from 6-amino-1,3-disubstituted uracils 1a-e in 23-98% yields. According to the X-ray crystal structure, although the thioaldehyde 3c possesses reasonable double-bond character of the C=S bond, the length of C=S bond of the thioaldehyde 3c is longer than those of the kinetically stabilized thioaldehydes due to the mesomeric effect of the 6-amino group.

Full text of DOI:10.1016/0040-4020(96)00533-9

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