Alkynyl S,N-acetal derivative and method of producing the same
AssigneeGifu University
InventorsToshiaki Murai, Yuichiro Mutoh
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Abstract
An alkynyl S,N-acetal derivative of the present invention is represented by the following structural formula: In the structural formula, R1 represents a hydrogen atom, an alkyl group, an aryl group, an alkenyl group, a silyl group, or an alkynyl group; each of R2 and R3 represents an alkyl group or an allyl group; and R4 represents an alkyl group. The alkynyl S,N-acetal derivative, which is a novel compound, is useful as a raw material of propargylamine.
Claims10
An alkynyl S,N-acetal derivative of the following structural formula:
- wherein R1 represents a hydrogen atom, an alkyl group, an aryl group, an alkenyl group, a silyl group, or an alkynyl group;
- each of R2 and R3 represents an alkyl group or an allyl group;
- and R4 represents an alkyl group.
A method of producing an alkynyl S,N-acetal derivative of the following structural formula (1):
- wherein R1 represents a hydrogen atom, an alkyl group, an aryl group, an alkenyl group, a silyl group, or an alkynyl group;
- each of R2 and R3 represents an alkyl group or an allyl group;
- and R4 represents an alkyl group, the method comprising:
- reacting thioformamide and an alkylating agent in a solvent, the thioformamide being represented by the following structural formula (2):
- the alkylating agent containing a compound represented by the following structural formula (3):
- R4—X (3)
- and X representing a perfluoroalkylsulfonate;
- and
- further reacting a reaction product of the thioformide and the alkylating agent with an alkynyl metal reacting agent in the solvent, the alkynyl metal reacting agent containing a compound represented by the following structural formula (4):
- R1—C≡C—M (4)
- and M representing an alkali metal atom, where R1, R2, R3, and R4 are as previously defined with respect to structural formula (1).
Dependencies are inferred from the claim text.