JPS6261032B2 - - Google Patents
Info
- Publication number
- JPS6261032B2 JPS6261032B2 JP1119581A JP1119581A JPS6261032B2 JP S6261032 B2 JPS6261032 B2 JP S6261032B2 JP 1119581 A JP1119581 A JP 1119581A JP 1119581 A JP1119581 A JP 1119581A JP S6261032 B2 JPS6261032 B2 JP S6261032B2
- Authority
- JP
- Japan
- Prior art keywords
- hydroxy
- pyrone
- dihydro
- methyl
- present
- 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.)
- Expired
Links
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 14
- AOJLDZLRTUWFFY-UHFFFAOYSA-N 6-methyl-4-oxo-1h-pyridine-3-carboxylic acid Chemical compound CC1=CC(=O)C(C(O)=O)=CN1 AOJLDZLRTUWFFY-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 229910021529 ammonia Inorganic materials 0.000 claims description 7
- ZPSJGADGUYYRKE-UHFFFAOYSA-N 2H-pyran-2-one Chemical class O=C1C=CC=CO1 ZPSJGADGUYYRKE-UHFFFAOYSA-N 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 238000000034 method Methods 0.000 description 11
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- NSYSSMYQPLSPOD-UHFFFAOYSA-N triacetate lactone Chemical compound CC1=CC(O)=CC(=O)O1 NSYSSMYQPLSPOD-UHFFFAOYSA-N 0.000 description 6
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- -1 amine compound Chemical class 0.000 description 3
- VEFDLKXOSOFUIN-UHFFFAOYSA-N 5-hydroxy-4-pentenoic acid d-lactone Chemical class O=C1CCC=CO1 VEFDLKXOSOFUIN-UHFFFAOYSA-N 0.000 description 2
- ZSXGLVDWWRXATF-UHFFFAOYSA-N N,N-dimethylformamide dimethyl acetal Chemical compound COC(OC)N(C)C ZSXGLVDWWRXATF-UHFFFAOYSA-N 0.000 description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N Vilsmeier-Haack reagent Natural products CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 2
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 description 2
- CZVTYGFISHLVHK-UHFFFAOYSA-N 4h-pyran-2,3-dione Chemical compound O=C1CC=COC1=O CZVTYGFISHLVHK-UHFFFAOYSA-N 0.000 description 1
- XRIHTJYXIHOBDQ-UHFFFAOYSA-N 6-methyl-2-oxo-1h-pyridine-3-carboxylic acid Chemical compound CC1=CC=C(C(O)=O)C(=O)N1 XRIHTJYXIHOBDQ-UHFFFAOYSA-N 0.000 description 1
- 229930186147 Cephalosporin Natural products 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical class OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229940124587 cephalosporin Drugs 0.000 description 1
- 150000001780 cephalosporins Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Pyridine Compounds (AREA)
- Pyrane Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1119581A JPS57126478A (en) | 1981-01-27 | 1981-01-27 | Preparation of nicotinic acid derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1119581A JPS57126478A (en) | 1981-01-27 | 1981-01-27 | Preparation of nicotinic acid derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57126478A JPS57126478A (en) | 1982-08-06 |
| JPS6261032B2 true JPS6261032B2 (ko) | 1987-12-18 |
Family
ID=11771264
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1119581A Granted JPS57126478A (en) | 1981-01-27 | 1981-01-27 | Preparation of nicotinic acid derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57126478A (ko) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59161359A (ja) * | 1983-03-07 | 1984-09-12 | Tokuyama Soda Co Ltd | ３−ヒドロキシ−ピリドン類の製造方法 |
-
1981
- 1981-01-27 JP JP1119581A patent/JPS57126478A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57126478A (en) | 1982-08-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0274379B1 (en) | Process for preparing pyridine-2,3-dicarboxylic acid compounds | |
| JPH0240066B2 (ko) | ||
| US4081451A (en) | Process for preparing 2-halogeno nicotinic acids | |
| JPH0458468B2 (ko) | ||
| JPS6261032B2 (ko) | ||
| NO147838B (no) | Mellomprodukt til bruk ved fremstilling av det hypotensive middel 2-(4-(2-furoyl)piperazin-1-yl)-4-amino-6,7-dimetoksykinazolin | |
| JPS6261031B2 (ko) | ||
| JP4140066B2 (ja) | 場合により２−置換されている５−クロロイミダゾール−４−カルボアルデヒドの製造方法 | |
| JP3031279B2 (ja) | ２−アルコキシ−６−（トリフルオロメチル）ピリミジン−４−オルの製造方法 | |
| JP2631644B2 (ja) | 複素環式化合物の製造 | |
| SU999967A3 (ru) | Способ получени 6-N-замещенных 6-амино-3-пиридазинилгидразинов или их солей | |
| JP4345095B2 (ja) | 銅塩を用いるアミド化合物の高選択的ｏ−アルキル化方法 | |
| JPS6053015B2 (ja) | ５−ｎ−ブチル−２−チオピコリンアニリドおよびその製造法 | |
| CN108586369B (zh) | 苯基三嗪化合物的制备方法及苯基吡啶化合物的制备方法 | |
| JPH08208591A (ja) | ２−アミノベンゼンスルホン酸誘導体ならびに２−アミノベンゼンスルホニルクロリド誘導体とその製造法およびその合成中間体としての使用 | |
| HU186568B (en) | Process for producing 4-methyl-5-oxo-3-thioxo-tetrahydro-1,2,4-bracket-2h,4h-bracket closed-triazines | |
| KR100277510B1 (ko) | 테트라하이드로카르바졸론 유도체의 제조방법 | |
| JPS59204166A (ja) | ４―アミノ―３イミダゾリン―２―オン及び（２―メトキシ―２―イミノ―エチル）―尿素及びこれらの製法 | |
| JPS632260B2 (ko) | ||
| JP3221151B2 (ja) | ピロール誘導体の製造法 | |
| JP2708617B2 (ja) | ４，４―ジアルキル置換チアゾリジンチオンの製造方法 | |
| JPH0684340B2 (ja) | ホルムアミジンのギ酸塩 | |
| JPH0469156B2 (ko) | ||
| JPH0597814A (ja) | ５−（ヒドロキシメチル）ヒダントイン誘導体の製法 | |
| JPH101451A (ja) | ３，４−ジヒドロキシベンツアルデヒド又は３−アルキルオキシ−４−ヒドロキシベンツアルデヒドの製造方法 |