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US 2003/0078433 A1Published application
Process for preparing 4,5-dihydro-1,3-thiazoles
OwnerKatrin Joschek, Anton Vidal-Ferran +2inventors
InventorsKatrin Joschek, Anton Vidal-Ferran, Manfred Jautelat, Michael Schelhaas
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Abstract
The present invention relates to an improved and more economical process for the synthesis of 4,5-dihydro-1,3-thiazoles carried out in a single vessel without the isolation of intermediates.
Claims12
A process for preparing 4,5-dihydro-1,3-thiazoles of formula (I)
- 9
- where R1, R2, and R3 are each, independently of one another,
- hydrogen or an organic radical having from 1 to 10 carbon atoms, comprising
- (1) reacting a trialkoxyalkane of the formula
- 10
- where R3 and R4 are each, independently of one another, hydrogen or an organic radical having from 1 to 10 carbon atoms,
- with CN− to form a 2,2-dialkoxyalkanenitrile of the formula
- 11
- where R3 and R4 are defined as above,
- (2) reacting the 2,2-dialkoxyalkanenitrile with an aminoalkanethiol of the formula
- 12
- where R1 and R2 are defined as above,
- to form a ketal of the formula
- 13
- where R1, R2, R3, and R4 are defined as above, and
- (3) hydrolyzing the ketal with an acid to form the 4,5-dihydro-1,3-thiazole of formula (I),
- wherein the entire reaction sequence is carried out in a single vessel synthesis without isolation of intermediates.
14 more elements
Dependencies are inferred from the claim text.