JP2000007659A5 - - Google Patents
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- Publication number
- JP2000007659A5 JP2000007659A5 JP1998170428A JP17042898A JP2000007659A5 JP 2000007659 A5 JP2000007659 A5 JP 2000007659A5 JP 1998170428 A JP1998170428 A JP 1998170428A JP 17042898 A JP17042898 A JP 17042898A JP 2000007659 A5 JP2000007659 A5 JP 2000007659A5
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- JP
- Japan
- Prior art keywords
- group
- solvent
- ether
- hydrocarbons
- reaction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N Benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N Carbon tetrachloride Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- WEVYAHXRMPXWCK-UHFFFAOYSA-N acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N methylene dichloride Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- -1 t-butyldimethylsilyloxy group Chemical group 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-Trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 1
- RWGFKTVRMDUZSP-UHFFFAOYSA-N Cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N Octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N Propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000008079 hexane Substances 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- IMNFDUFMRHMDMM-UHFFFAOYSA-N n-heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Description
【0010】
【発明の実施の形態】
上記一般式中、R1が表すアラルキル基としては、例えばベンジル基、フェネチル基などが挙げられる。これらは置換基を有していてもよく、かかる置換基としては、例えば、メチル基、エチル基、イソプロピル基などのアルキル基;水酸基;メトキシ基、エトキシ基、プロポキシ基、ブトキシ基などのアルコキシ基;t−ブチルジメチルシリルオキシ基、t−ブチルジフェニルシリルオキシ基などの三置換シリルオキシ基;フェニル基、パラメトキシフェニル基などのアリール基などが挙げられる。
【発明の実施の形態】
上記一般式中、R1が表すアラルキル基としては、例えばベンジル基、フェネチル基などが挙げられる。これらは置換基を有していてもよく、かかる置換基としては、例えば、メチル基、エチル基、イソプロピル基などのアルキル基;水酸基;メトキシ基、エトキシ基、プロポキシ基、ブトキシ基などのアルコキシ基;t−ブチルジメチルシリルオキシ基、t−ブチルジフェニルシリルオキシ基などの三置換シリルオキシ基;フェニル基、パラメトキシフェニル基などのアリール基などが挙げられる。
本発明の反応は溶媒の存在下に行うのが好ましい。使用する溶媒は、反応に悪影響を与えない限り特に限定されるものではなく、例えばペンタン、ヘキサン、ヘプタン、オクタン、石油エーテルなどの脂肪族炭化水素;ベンゼン、トルエン、キシレン、クメンなどの芳香族炭化水素;メタノール、エタノール、プロパノール、イソプロパノール、ブタノールなどの低級アルコール;ジエチルエーテル、テトラヒドロフラン、ジイソプロピルエーテル、ジメトキシエタン、ジブチルエーテルなどのエーテル;アセトニトリル、プロピオニトリル、ベンゾニトリルなどのニトリル;塩化メチレン、クロロホルム、四塩化炭素、ジクロロエタン、トリクロロエタンなどのハロゲン化炭化水素;ジメチルスルホキシド;またはこれらの混合溶媒などを使用することができる。溶媒の使用量は、2−アラルキルオキシ−ハロゲノピリジン(I)に対し、通常1〜200重量倍の範囲が好ましく、1〜20重量倍の範囲がより好ましい。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17042898A JP4187828B2 (ja) | 1998-06-18 | 1998-06-18 | ハロゲノ−2(1h)−ピリドンの製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17042898A JP4187828B2 (ja) | 1998-06-18 | 1998-06-18 | ハロゲノ−2(1h)−ピリドンの製造方法 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2000007659A JP2000007659A (ja) | 2000-01-11 |
JP2000007659A5 true JP2000007659A5 (ja) | 2005-06-16 |
JP4187828B2 JP4187828B2 (ja) | 2008-11-26 |
Family
ID=15904743
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP17042898A Expired - Fee Related JP4187828B2 (ja) | 1998-06-18 | 1998-06-18 | ハロゲノ−2(1h)−ピリドンの製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP4187828B2 (ja) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4667589B2 (ja) * | 2000-12-07 | 2011-04-13 | 株式会社クラレ | 2,4−ジヒドロキシピリジンの製造方法 |
-
1998
- 1998-06-18 JP JP17042898A patent/JP4187828B2/ja not_active Expired - Fee Related
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