CH549016A - Verfahren zur herstellung von 2,6-dialkyl-3,5-dichlor-4pyridinolen. - Google Patents
Verfahren zur herstellung von 2,6-dialkyl-3,5-dichlor-4pyridinolen.Info
- Publication number
- CH549016A CH549016A CH1154371A CH1154371A CH549016A CH 549016 A CH549016 A CH 549016A CH 1154371 A CH1154371 A CH 1154371A CH 1154371 A CH1154371 A CH 1154371A CH 549016 A CH549016 A CH 549016A
- Authority
- CH
- Switzerland
- Prior art keywords
- formula
- pyridinols
- compound
- chlorination
- neutral
- Prior art date
Links
- 230000007935 neutral effect Effects 0.000 title claims abstract description 8
- 239000000460 chlorine Substances 0.000 title claims description 12
- 229910052801 chlorine Inorganic materials 0.000 title claims description 11
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 title description 3
- YKCQWIYRLMNGMO-UHFFFAOYSA-N 3,5-dichloro-1h-pyridin-4-one Chemical class OC1=C(Cl)C=NC=C1Cl YKCQWIYRLMNGMO-UHFFFAOYSA-N 0.000 title 1
- GCNTZFIIOFTKIY-UHFFFAOYSA-N 4-hydroxypyridine Chemical class OC1=CC=NC=C1 GCNTZFIIOFTKIY-UHFFFAOYSA-N 0.000 title 1
- 230000002192 coccidiostatic effect Effects 0.000 title 1
- 239000012320 chlorinating reagent Substances 0.000 claims abstract description 8
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 23
- 150000001875 compounds Chemical class 0.000 claims description 17
- 238000005660 chlorination reaction Methods 0.000 claims description 9
- -1 chlorine ions Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000005708 Sodium hypochlorite Substances 0.000 claims description 7
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 claims description 7
- 239000011541 reaction mixture Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 4
- PRAFLUMTYHBEHE-UHFFFAOYSA-N 2,6-dimethyl-1h-pyridin-4-one Chemical compound CC1=CC(O)=CC(C)=N1 PRAFLUMTYHBEHE-UHFFFAOYSA-N 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 5
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 150000002894 organic compounds Chemical class 0.000 claims 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical group OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 abstract description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 1
- 230000007797 corrosion Effects 0.000 abstract 1
- 238000005260 corrosion Methods 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 2
- ZDPIZLCVJAAHHR-UHFFFAOYSA-N Clopidol Chemical compound CC1=NC(C)=C(Cl)C(O)=C1Cl ZDPIZLCVJAAHHR-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- UJIBOGAQJRDRES-UHFFFAOYSA-N 1h-pyridin-2-one Chemical compound OC1=CC=CC=N1.O=C1C=CC=CN1 UJIBOGAQJRDRES-UHFFFAOYSA-N 0.000 description 1
- NRGKFNDKBDBBGY-UHFFFAOYSA-N 1h-pyridin-2-one;hydrochloride Chemical compound Cl.O=C1C=CC=CN1 NRGKFNDKBDBBGY-UHFFFAOYSA-N 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000003224 coccidiostatic agent Substances 0.000 description 1
- 238000005868 electrolysis reaction Methods 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 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
- C07D213/63—One oxygen atom
- C07D213/68—One oxygen atom attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HURI000406 | 1970-08-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH549016A true CH549016A (de) | 1974-05-15 |
Family
ID=11000849
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1154371A CH549016A (de) | 1970-08-05 | 1971-08-05 | Verfahren zur herstellung von 2,6-dialkyl-3,5-dichlor-4pyridinolen. |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT315177B (cs) |
| BG (1) | BG17776A3 (cs) |
| CH (1) | CH549016A (cs) |
| CS (1) | CS160601B2 (cs) |
| ES (1) | ES393878A1 (cs) |
| IT (1) | IT1018005B (cs) |
| PL (1) | PL84483B1 (cs) |
| RO (1) | RO56464A (cs) |
| SU (1) | SU406351A3 (cs) |
| YU (1) | YU34877B (cs) |
-
1971
- 1971-05-24 AT AT444571A patent/AT315177B/de not_active IP Right Cessation
- 1971-06-01 YU YU140771A patent/YU34877B/xx unknown
- 1971-06-10 BG BG018042A patent/BG17776A3/xx unknown
- 1971-06-15 SU SU1673053A patent/SU406351A3/ru active
- 1971-06-17 CS CS446771A patent/CS160601B2/cs unknown
- 1971-07-15 IT IT735771A patent/IT1018005B/it active
- 1971-07-26 RO RO6780071A patent/RO56464A/ro unknown
- 1971-08-03 PL PL14980971A patent/PL84483B1/pl unknown
- 1971-08-04 ES ES393878A patent/ES393878A1/es not_active Expired
- 1971-08-05 CH CH1154371A patent/CH549016A/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BG17776A3 (bg) | 1973-12-25 |
| YU140771A (en) | 1979-10-31 |
| CS160601B2 (cs) | 1975-03-28 |
| IT1018005B (it) | 1977-09-30 |
| RO56464A (cs) | 1974-06-01 |
| PL84483B1 (cs) | 1976-04-30 |
| YU34877B (en) | 1980-04-30 |
| ES393878A1 (es) | 1973-09-16 |
| AT315177B (de) | 1974-05-10 |
| SU406351A3 (cs) | 1973-11-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |