JPS6144877A - ６−ハロゲノ−２−ヒドロキシキノキザリンの製法 - Google Patents
６−ハロゲノ−２−ヒドロキシキノキザリンの製法Info
- Publication number
- JPS6144877A JPS6144877A JP16745084A JP16745084A JPS6144877A JP S6144877 A JPS6144877 A JP S6144877A JP 16745084 A JP16745084 A JP 16745084A JP 16745084 A JP16745084 A JP 16745084A JP S6144877 A JPS6144877 A JP S6144877A
- Authority
- JP
- Japan
- Prior art keywords
- peroxide
- halogenoquinoxaline
- hydroxyquinoxaline
- halogeno
- added
- 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.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- 150000002978 peroxides Chemical class 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 7
- 230000001590 oxidative effect Effects 0.000 claims abstract description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 14
- 239000000126 substance Substances 0.000 abstract description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract description 6
- 238000000034 method Methods 0.000 abstract description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract description 5
- 230000002378 acidificating effect Effects 0.000 abstract description 5
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract description 4
- 239000003054 catalyst Substances 0.000 abstract description 3
- 239000003905 agrochemical Substances 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- 229940079593 drug Drugs 0.000 abstract description 2
- 239000000975 dye Substances 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002191 fatty alcohols Chemical class 0.000 abstract 2
- YNJSNEKCXVFDKW-UHFFFAOYSA-N 3-(5-amino-1h-indol-3-yl)-2-azaniumylpropanoate Chemical compound C1=C(N)C=C2C(CC(N)C(O)=O)=CNC2=C1 YNJSNEKCXVFDKW-UHFFFAOYSA-N 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 239000012452 mother liquor Substances 0.000 description 5
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- SJAZZQLTKBYDHN-UHFFFAOYSA-N 6-chloro-1h-quinoxalin-2-one Chemical compound C1=C(Cl)C=CC2=NC(O)=CN=C21 SJAZZQLTKBYDHN-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 230000033444 hydroxylation Effects 0.000 description 2
- 238000005805 hydroxylation reaction Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- FFRYUAVNPBUEIC-UHFFFAOYSA-N quinoxalin-2-ol Chemical compound C1=CC=CC2=NC(O)=CN=C21 FFRYUAVNPBUEIC-UHFFFAOYSA-N 0.000 description 2
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 2
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical class NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 1
- RNOLFZACEWWIHP-UHFFFAOYSA-N 6-chloro-1,4-dihydroquinoxaline-2,3-dione Chemical compound N1C(=O)C(=O)NC2=CC(Cl)=CC=C21 RNOLFZACEWWIHP-UHFFFAOYSA-N 0.000 description 1
- DSZWPJSGTPEFJI-UHFFFAOYSA-N 6-chloro-2-methoxyquinoxaline Chemical compound COc1cnc2cc(Cl)ccc2n1 DSZWPJSGTPEFJI-UHFFFAOYSA-N 0.000 description 1
- HOOMNCITVCXDTR-UHFFFAOYSA-N 6-chloroquinoxaline Chemical compound N1=CC=NC2=CC(Cl)=CC=C21 HOOMNCITVCXDTR-UHFFFAOYSA-N 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical class [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 description 1
- XCRBXWCUXJNEFX-UHFFFAOYSA-N peroxybenzoic acid Chemical class OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16745084A JPS6144877A (ja) | 1984-08-10 | 1984-08-10 | ６−ハロゲノ−２−ヒドロキシキノキザリンの製法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16745084A JPS6144877A (ja) | 1984-08-10 | 1984-08-10 | ６−ハロゲノ−２−ヒドロキシキノキザリンの製法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6144877A true JPS6144877A (ja) | 1986-03-04 |
| JPH0466236B2 JPH0466236B2 (enrdf_load_stackoverflow) | 1992-10-22 |
Family
ID=15849918
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16745084A Granted JPS6144877A (ja) | 1984-08-10 | 1984-08-10 | ６−ハロゲノ−２−ヒドロキシキノキザリンの製法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6144877A (enrdf_load_stackoverflow) |
-
1984
- 1984-08-10 JP JP16745084A patent/JPS6144877A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0466236B2 (enrdf_load_stackoverflow) | 1992-10-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69401008T2 (de) | Verfahren zur Herstellung von 5-Aminolävulinsäure | |
| JPH05502232A (ja) | スクラレオリドの製造方法 | |
| Evans et al. | The Sulfonic Acids Derived from Pyridine and 2, 6-Lutidine and the Corresponding N-Oxides1 | |
| JPS58189132A (ja) | ブテン誘導体の製造方法 | |
| DE2735433A1 (de) | Neue phenylnitromethanverbindungen und verfahren zu ihrer herstellung | |
| JP2009512630A (ja) | エポキシ化合物およびアルデヒドの調製方法 | |
| JPS6144877A (ja) | ６−ハロゲノ−２−ヒドロキシキノキザリンの製法 | |
| KR100587187B1 (ko) | 포르밀이미다졸의제조방법 | |
| US4925970A (en) | Process for producing cyclohexadiene thioether | |
| US2799676A (en) | ||
| JP2730776B2 (ja) | カルボン酸類の合成方法 | |
| JP2950948B2 (ja) | ３―メチルキノリン―８―カルボン酸の製造法 | |
| JP4418104B2 (ja) | ホルミルイミダゾールの製法 | |
| AT407394B (de) | Verfahren zur herstellung von 2,3-pyridindicarbonsäuren | |
| CN110256387B (zh) | 一种医药中间体的制备方法 | |
| DE69101937T2 (de) | Antiallergische und antiinflammatorische Mittel auf der Basis von Benzoquinon. | |
| CA2334901C (en) | Procedure for producing formyl imidazoles | |
| US3102122A (en) | Process of preparing griseofulvic acid | |
| US2068197A (en) | Production of beta-brazin-5, 11-dione | |
| JP3831021B2 (ja) | ２−インダノン類の製造方法 | |
| JPH03279343A (ja) | 環状ケトン類の製造方法 | |
| US4990648A (en) | Process for producing an alkylthiobenzoate | |
| KR19990045006A (ko) | 포르밀이미다졸의 제조 방법 | |
| JPS6119618B2 (enrdf_load_stackoverflow) | ||
| US6469178B2 (en) | Procedure for producing formylimidazoles |