التفاصيل البيبلوغرافية
| العنوان: |
Method for manufacturing isoxazole derivative or dihydroisoxazole derivative |
| Document Number: |
20060247288 |
| تاريخ النشر: |
November 2, 2006 |
| Appl. No: |
11/260141 |
| Application Filed: |
October 28, 2005 |
| مستخلص: |
There is provided with a method for manufacturing an isoxazole derivative at a high yield and without discharging waste products, and a novel isoxazole derivative. An isoxazole derivative expressed by Formula (8) is produced by reacting a 1-alkyne compound expressed by Formula (7) with iron(III) nitrate in the presence of acetone or acetophenone: [chemical expression included] (where R1 is an alkyl, cycloalkyl, phenyl, or other such group); and [chemical expression included] (where R2 is a methyl or a phenyl). |
| Inventors: |
Horiuchi, C. Akira (Tokyo, JP); Itoh, Ken-ichi (Saitama, JP); Nakazato, Noriko (Tokyo, JP); Iwai, Hideo (Tochigi, JP); Utsukihara, Takamitsu (Tokyo, JP); Chai, Wen (Tokyo, JP) |
| Claim: |
1. A method for manufacturing a dihydroisoxazole derivative, comprising the step of: reacting a 1-alkene compound expressed by Formula (1) with iron(III) nitrate in the presence of acetone or acetophenone to thereby form a dihydroisoxazole derivative expressed by Structural Formula (2). [chemical expression included] (where R1 is a linear or branched alkyl group that may have a substituent, a cycloalkyl group that may have a substituent, an alkoxyl group that may have a substituent, an alkoxycarbonyl group that may have a substituent, an alkylcarboxyl group that may have a substituent, an alkylthio group that may have a substituent, an alkylsulfonyl group that may have a substituent, a phenyl group that may have a substituent, a naphthyl group that may have a substituent, a phenoxy group that may have a substituent, an aromatic or non-aromatic heterocyclic group that may have a substituent, an alkylamino group that may have a substituent, an alkylcyano group that may have a substituent, a nitro group that may have a substituent, or an acyl group that may have a substituent); and [chemical expression included] (where R1 is defined the same as above, and R2 is a methyl group or a phenyl group). |
| Claim: |
2. The method for manufacturing a dihydroisoxazole derivative according to claim 1, wherein a 1-alkene compound expressed by Formula (3) is used as said 1-alkene compound: [chemical expression included] (where R1 is defined the same as above); and a dihydroisoxazole derivative expressed by Formula (4) is used as said dihydroisoxazole derivative: [chemical expression included] (where R1 and R2 are defined the same as above). |
| Claim: |
3. The method for manufacturing a dihydroisoxazole derivative according to claim 1, wherein a cyclic alkene compound expressed by Formula (5) is used as said 1-alkene compound: [chemical expression included] (where n is an integer from 0 to 3); and said dihydroisoxazole derivative is expressed by Formula (6): [chemical expression included] (where R2 and n are defined the same as above). |
| Claim: |
4. The method for manufacturing a dihydroisoxazole derivative according to claim 1, wherein the reaction is conducted under microwave irradiation. |
| Claim: |
5. The method for manufacturing a dihydroisoxazole derivative according to claim 1, wherein a 3-acetylisoxazole derivative is used as said dihydroisoxazole derivative. |
| Claim: |
6. The method for manufacturing a dihydroisoxazole derivative according to claim 4, wherein a 3-acetylisoxazole derivative is used as said dihydroisoxazole derivative. |
| Claim: |
7. The method for manufacturing a dihydroisoxazole derivative according to claim 1, wherein a 3-benzoylisoxazole derivative is used as said dihydroisoxazole derivative. |
| Claim: |
8. The method for manufacturing a dihydroisoxazole derivative according to claim 4, wherein a 3-benzoylisoxazole derivative is used as said dihydroisoxazole derivative. |
| Claim: |
9. A method for manufacturing an isoxazole derivative, comprising the step of: reacting a 1-alkyne compound expressed by Formula (7) with iron(III) nitrate in the presence of acetone or acetophenone to thereby form an isoxazole derivative expressed by Formula (8): [chemical expression included] (where R1 is a linear or branched alkyl group that may have a substituent, a cycloalkyl group that may have a substituent, an alkoxyl group that may have a substituent, an alkoxycarbonyl group that may have a substituent, an alkylcarboxyl group that may have a substituent, an alkylthio group that may have a substituent, an alkylsulfonyl group that may have a substituent, a phenyl group that may have a substituent, a naphthyl group that may have a substituent, a phenoxy group that may have a substituent, an aromatic or non-aromatic heterocyclic group that may have a substituent, an alkylamino group that may have a substituent, an alkylcyano group that may have a substituent, a nitro group that may have a substituent, or an acyl group that may have a substituent); and [chemical expression included] (where R1 is defined the same as above, and R2 is a methyl group or a phenyl group). |
| Claim: |
10. A method for manufacturing an isoxazole derivative comprising the step of: reacting an ethynyltestosterone compound expressed by Formula (9) with iron(III) nitrate under microwave irradiation in the presence of acetone or acetophenone to thereby form an isoxazole derivative expressed by Formula (10): [chemical expression included] (where R2 is a methyl group or a phenyl group). |
| Claim: |
11. An isoxazole derivative expressed by Formula (8): [chemical expression included] (where R1 is defined the same as above, and R2 is a methyl group or a phenyl group; and where a case in which R1 is a methyl group or a phenyl group is expressed). |
| Claim: |
12. An isoxazole derivative expressed by Formula (10): [chemical expression included] (where R2 is a methyl group or a phenyl group). |
| Claim: |
13. The isoxazole derivative according to claim 11, wherein the isoxazole derivative is a 3-acetylisoxazole derivative or a 3-benzoylisoxazole derivative. |
| Claim: |
14. The isoxazole derivative according to claim 11, wherein the isoxazole derivative is 3-acetyl-5-propylisoxazole, 3-acetyl-5-butylisoxazole, 3-acetyl-5-pentylisoxazole, 3-acetyl-5-hexylisoxazole, 3-benzoyl-5-propylisoxazole, 3-benzoyl-5-butylisoxazole, 3-benzoyl-5-pentylisoxazole, or 3-benzoyl-5-hexylisoxazole. |
| Claim: |
15. The isoxazole derivative according to claim 12, wherein the isoxazole derivative is 3-acetyl-6-hydroxy-5-cyclohexylisoxazole. |
| Claim: |
16. The method for manufacturing a dihydroisoxazole derivative according to claim 2, wherein the reaction is conducted under microwave irradiation. |
| Claim: |
17. The method for manufacturing a dihydroisoxazole derivative according to claim 3, wherein the reaction is conducted under microwave irradiation. |
| Claim: |
18. The method for manufacturing a dihydroisoxazole derivative according to claim 2, wherein a 3-acetylisoxazole derivative is used as said dihydroisoxazole derivative. |
| Claim: |
19. The method for manufacturing a dihydroisoxazole derivative according to claim 3, wherein a 3-acetylisoxazole derivative is used as said dihydroisoxazole derivative. |
| Claim: |
20. The method for manufacturing a dihydroisoxazole derivative according to claim 2, wherein a 3-benzoylisoxazole derivative is used as said dihydroisoxazole derivative. |
| Claim: |
21. The method for manufacturing a dihydroisoxazole derivative according to claim 3, wherein a 3-benzoylisoxazole derivative is used as said dihydroisoxazole derivative. |
| Claim: |
22. The isoxazole derivative according to claim 12, wherein the isoxazole derivative is a 3-acetylisoxazole derivative or a 3-benzoylisoxazole derivative. |
| Current U.S. Class: |
514379/000 |
| Current International Class: |
61; 07; 07 |
| رقم الانضمام: |
edspap.20060247288 |
| قاعدة البيانات: |
USPTO Patent Applications |