Fluorine-containing isoxazolone compound and method for producing the same
AssigneeUnimatec Co., Ltd.
InventorsJunya SEINO, Rie AOTSU, Yusuke TAKAHASHI
Life of this patent
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Abstract
A 3-isoxazolone compound having a trifluoromethyl group at the 4-position and specific substituents at the 2- and 5-positions of the isoxazolone ring, and a 5-isoxazolone compound having a trifluoromethyl group at the 4-position and specific substituents at the 2- and 3-positions of the isoxazolone ring. A method capable of simply producing, without producing an O-substituted product as a by-product, a 3-isoxazolone compound and a 5-isoxazolone compound by reacting certain raw materials.
Claims7
A fluorine-containing isoxazolone compound represented by the following general formula (1):
- wherein
- X represents a fluorine atom, a heterocyclic group, —OA1, —S(On)A1, where n is an integer of 0 to 2, —O—NA1A2, —NA1A2, —NA3-NA1A2, or —N=A4,
- A1, A2, A3, and A4 each independently represent an organic group having 1 to 12 carbon atoms, and
- (i) Y is NR, where R is an alkyl group having 1 to 12 carbon atoms, an aryl group, an acyl group, an alkoxycarbonyl group, a cycloalkyl group, a carbamoyl group, or —(CH2)a—B1, a is an integer of 1 to 12, and B1 represents an organic group having 1 to 12 carbon atoms, and Z is O, or
- (ii) Y is O, and Z is NR, where R is an alkyl group having 1 to 12 carbon atoms, an aryl group, an acyl group, an alkoxycarbonyl group, a cycloalkyl group, a carbamoyl group, or —(CH2)a—B1, a is an integer of 1 to 12, and B1 represents an organic group having 1 to 12 carbon atoms.
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A method for producing a fluorine-containing isoxazolone compound, comprising reacting a fluoroisobutene derivative represented by the following general formula (4) with a compound represented by the following general formula (7) or a salt thereof to obtain a fluorine-containing isoxazolone compound represented by the following general formula (Ia):
- wherein
- R′ represents a hydrocarbon group having 1 to 12 carbon atoms, and
- (i) Y is NR, where R is an alkyl group having 1 to 12 carbon atoms, an aryl group, an acyl group, an alkoxycarbonyl group, a cycloalkyl group, a carbamoyl group, or —(CH2)a—B1, a is an integer of 1 to 12, and B1 represents an organic group having 1 to 12 carbon atoms, and Z is O, or
- (ii) Y is O, and Z is NR, where R is an alkyl group having 1 to 12 carbon atoms, an aryl group, an acyl group, an alkoxycarbonyl group, a cycloalkyl group, a carbamoyl group, or —(CH2)a—B1, a is an integer of 1 to 12, and B1 represents an organic group having 1 to 12 carbon atoms.
A method for producing a fluorine-containing isoxazolone compound, comprising reacting a fluoroisobutene derivative represented by the following general formula (4) with a compound represented by the following general formula (6) or a salt thereof and a compound represented by the following general formula (7) or a salt thereof to obtain a fluorine-containing isoxazolone compound represented by the following general formula (Ib):
- wherein
- R′ represents a hydrocarbon group having 1 to 12 carbon atoms,
- X1 represents a heterocyclic group, —OA1, —S(On)A1, where n is an integer of 0 to 2, —O—NA1A2, —NA1A2, —NA3-NA1A2, or —N=A4,
- A1, A2, A3, and A4 each independently represent an organic group having 1 to 12 carbon atoms, and
- (i) Y is NR, where R is an alkyl group having 1 to 12 carbon atoms, an aryl group, an acyl group, an alkoxycarbonyl group, a cycloalkyl group, a carbamoyl group, or —(CH2)a—B1, a is an integer of 1 to 12, and B1 represents an organic group having 1 to 12 carbon atoms, and Z is O, or
- (ii) Y is O, and Z is NR, where R is an alkyl group having 1 to 12 carbon atoms, an aryl group, an acyl group, an alkoxycarbonyl group, a cycloalkyl group, a carbamoyl group, or —(CH2)a—B1, a is an integer of 1 to 12, and B1 represents an organic group having 1 to 12 carbon atoms.
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Dependencies are inferred from the claim text.