GB1123666A - Process for the production of 2,3-pyridinediol - Google Patents
Process for the production of 2,3-pyridinediolInfo
- Publication number
- GB1123666A GB1123666A GB18572/66A GB1857266A GB1123666A GB 1123666 A GB1123666 A GB 1123666A GB 18572/66 A GB18572/66 A GB 18572/66A GB 1857266 A GB1857266 A GB 1857266A GB 1123666 A GB1123666 A GB 1123666A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chlorine
- ammonia
- reaction
- furfural
- reacting
- 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
- 238000000034 method Methods 0.000 title abstract 3
- GGOZGYRTNQBSSA-UHFFFAOYSA-N pyridine-2,3-diol Chemical compound OC1=CC=CN=C1O GGOZGYRTNQBSSA-UHFFFAOYSA-N 0.000 title abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 8
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 5
- 238000006243 chemical reaction Methods 0.000 abstract 5
- 239000000460 chlorine Substances 0.000 abstract 5
- 229910052801 chlorine Inorganic materials 0.000 abstract 5
- 229910021529 ammonia Inorganic materials 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 150000003863 ammonium salts Chemical class 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 239000005708 Sodium hypochlorite Substances 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 abstract 1
- 229940010552 ammonium molybdate Drugs 0.000 abstract 1
- 235000018660 ammonium molybdate Nutrition 0.000 abstract 1
- 239000011609 ammonium molybdate Substances 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 229910001503 inorganic bromide Inorganic materials 0.000 abstract 1
- 229910001505 inorganic iodide Inorganic materials 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000005078 molybdenum compound Substances 0.000 abstract 1
- 150000002752 molybdenum compounds Chemical class 0.000 abstract 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/69—Two or more oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/73—Unsubstituted amino or imino radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3617—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom
- C09B29/3621—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring
- C09B29/3626—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a six-membered heterocyclic with only one nitrogen as heteroatom from a pyridine ring from a pyridine ring containing one or more hydroxyl groups (or = O)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH593965A CH493519A (de) | 1965-04-29 | 1965-04-29 | Verfahren zur Herstellung von 2,3-Pyridindiol |
| CH594065A CH466279A (de) | 1965-04-29 | 1965-04-29 | Verfahren zur Herstellung von 2-Amino-3-pyridinol |
| CH593865A CH449011A (de) | 1965-04-29 | 1965-04-29 | Verfahren zur Herstellung von 2,3-Pyridindiol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1123666A true GB1123666A (en) | 1968-08-14 |
Family
ID=27175379
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB18572/66A Expired GB1123666A (en) | 1965-04-29 | 1966-04-28 | Process for the production of 2,3-pyridinediol |
| GB18571/66A Expired GB1108975A (en) | 1965-04-29 | 1966-04-28 | New sulphonic acid and process for its production |
| GB18573/66A Expired GB1077036A (en) | 1965-04-29 | 1966-04-28 | Process for the production of the sodium salt of 3-hydroxy-2-oxo-1(2h)-pyridine sulphonic acid and the production of 2,3-pyridine diol |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB18571/66A Expired GB1108975A (en) | 1965-04-29 | 1966-04-28 | New sulphonic acid and process for its production |
| GB18573/66A Expired GB1077036A (en) | 1965-04-29 | 1966-04-28 | Process for the production of the sodium salt of 3-hydroxy-2-oxo-1(2h)-pyridine sulphonic acid and the production of 2,3-pyridine diol |
Country Status (6)
| Country | Link |
|---|---|
| US (5) | US3419570A (enExample) |
| CH (3) | CH466279A (enExample) |
| DE (3) | DE1695068B2 (enExample) |
| DK (3) | DK123029B (enExample) |
| GB (3) | GB1123666A (enExample) |
| SE (3) | SE322773B (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1275730A (en) * | 1968-12-09 | 1972-05-24 | Ici Ltd | Disazo dyestuffs containing 3-azo-6-hydroxypyrid-2-one residues |
| CH561757A5 (enExample) * | 1970-04-23 | 1975-05-15 | Ciba Geigy Ag | |
| US4001203A (en) * | 1970-05-06 | 1977-01-04 | Ciba-Geigy Ag | Heavy metal complexes of azo dyestuffs containing a heterocyclic diazo component and the residue of 5-halogeno-2,3-dihydrozypyridine as coupling component |
| US4039523A (en) * | 1970-12-22 | 1977-08-02 | Ciba-Geigy Ag | 3-Sulfoalkyl-6-hydroxy-pyrid-(2)-one-containing azo dyestuffs |
| CH572962A5 (enExample) * | 1971-01-14 | 1976-02-27 | Ciba Geigy Ag | |
| USRE29585E (en) * | 1971-07-27 | 1978-03-21 | Ciba-Geigy Corporation | Heavy metal complexes of azo dyestuffs containing a 2-amino-3-hydroxypyridine as coupling component |
| BE786726A (fr) * | 1971-07-27 | 1973-01-26 | Ciba Geigy | Composes azoiques, leur procede d'obtention et leur emploi comme matieres colorantes |
| US4052406A (en) * | 1976-05-27 | 1977-10-04 | Ciba-Geigy Corporation | Process for the production of 3-hydroxy-2-imino-(2h)-pyridinesulphonic acid monohydrate |
| GB8308054D0 (en) * | 1983-03-24 | 1983-05-05 | Hider R C | Pharmaceutical compositions |
| US4912118A (en) * | 1983-09-23 | 1990-03-27 | National Research Development Corporation | Pharmaceutical compositions |
| CN101830845A (zh) * | 2010-05-28 | 2010-09-15 | 南京大唐医药科技有限公司 | 5-氯-2,3-二羟基吡啶的合成方法 |
-
1965
- 1965-04-29 CH CH594065A patent/CH466279A/de unknown
- 1965-04-29 CH CH593965A patent/CH493519A/de not_active IP Right Cessation
- 1965-04-29 CH CH593865A patent/CH449011A/de unknown
-
1966
- 1966-04-25 US US544685A patent/US3419570A/en not_active Expired - Lifetime
- 1966-04-28 DK DK217866AA patent/DK123029B/da unknown
- 1966-04-28 GB GB18572/66A patent/GB1123666A/en not_active Expired
- 1966-04-28 DE DE1966G0046719 patent/DE1695068B2/de active Granted
- 1966-04-28 DE DE1966G0046722 patent/DE1695071B2/de active Granted
- 1966-04-28 DK DK217666AA patent/DK112523B/da unknown
- 1966-04-28 DK DK217766AA patent/DK123030B/da unknown
- 1966-04-28 DE DE1966G0046720 patent/DE1695069B2/de active Granted
- 1966-04-28 GB GB18571/66A patent/GB1108975A/en not_active Expired
- 1966-04-28 SE SE5787/66A patent/SE322773B/xx unknown
- 1966-04-28 SE SE05790/66A patent/SE325882B/xx unknown
- 1966-04-28 GB GB18573/66A patent/GB1077036A/en not_active Expired
- 1966-04-28 SE SE05789/66A patent/SE325881B/xx unknown
-
1968
- 1968-06-25 US US751650*A patent/US3553224A/en not_active Expired - Lifetime
-
1970
- 1970-08-19 US US65327A patent/US3663556A/en not_active Expired - Lifetime
- 1970-08-19 US US65334A patent/US3706754A/en not_active Expired - Lifetime
- 1970-08-19 US US65337A patent/US3663555A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US3553224A (en) | 1971-01-05 |
| DK112523B (da) | 1968-12-23 |
| DK123029B (da) | 1972-05-08 |
| US3663555A (en) | 1972-05-16 |
| DE1695069A1 (de) | 1970-12-10 |
| DE1695068A1 (de) | 1970-12-10 |
| US3706754A (en) | 1972-12-19 |
| US3419570A (en) | 1968-12-31 |
| DE1695071A1 (de) | 1970-12-10 |
| DE1695069B2 (de) | 1976-12-23 |
| CH493519A (de) | 1970-07-15 |
| SE322773B (enExample) | 1970-04-20 |
| CH449011A (de) | 1967-12-31 |
| GB1108975A (en) | 1968-04-10 |
| SE325882B (enExample) | 1970-07-13 |
| US3663556A (en) | 1972-05-16 |
| DK123030B (da) | 1972-05-08 |
| GB1077036A (en) | 1967-07-26 |
| DE1695068B2 (de) | 1976-06-16 |
| DE1695071B2 (de) | 1976-06-24 |
| SE325881B (enExample) | 1970-07-13 |
| CH466279A (de) | 1968-12-15 |
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