DE1210428B - Verfahren zur Herstellung von 3, 5-Dichlor-2, 6-dimethyl-4-hydroxypyridin - Google Patents
Verfahren zur Herstellung von 3, 5-Dichlor-2, 6-dimethyl-4-hydroxypyridinInfo
- Publication number
- DE1210428B DE1210428B DED45179A DED0045179A DE1210428B DE 1210428 B DE1210428 B DE 1210428B DE D45179 A DED45179 A DE D45179A DE D0045179 A DED0045179 A DE D0045179A DE 1210428 B DE1210428 B DE 1210428B
- Authority
- DE
- Germany
- Prior art keywords
- dimethyl
- hydroxypyridine
- dichloro
- preparation
- feed
- 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
- ZDPIZLCVJAAHHR-UHFFFAOYSA-N Clopidol Chemical compound CC1=NC(C)=C(Cl)C(O)=C1Cl ZDPIZLCVJAAHHR-UHFFFAOYSA-N 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- 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 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 2
- 241000287828 Gallus gallus Species 0.000 description 5
- 235000013330 chicken meat Nutrition 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 238000005660 chlorination reaction Methods 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 2
- 150000002085 enols Chemical class 0.000 description 2
- 244000144992 flock Species 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 125000000468 ketone group Chemical group 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 101100356682 Caenorhabditis elegans rho-1 gene Proteins 0.000 description 1
- 229930194542 Keto Chemical group 0.000 description 1
- 241001521235 Spodoptera eridania Species 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 235000021053 average weight gain Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010871 livestock manure Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- -1 pyridine compound Chemical class 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 235000019786 weight gain Nutrition 0.000 description 1
- 230000004584 weight gain Effects 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US311309A US3246001A (en) | 1963-09-25 | 1963-09-25 | 3, 5-dichloro-2, 6-dimethyl-4-pyridinol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1210428B true DE1210428B (de) | 1966-02-10 |
| DE1210428C2 DE1210428C2 (enExample) | 1966-08-18 |
Family
ID=23206331
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DED45179A Granted DE1210428B (de) | 1963-09-25 | 1964-08-12 | Verfahren zur Herstellung von 3, 5-Dichlor-2, 6-dimethyl-4-hydroxypyridin |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3246001A (enExample) |
| CY (1) | CY413A (enExample) |
| DE (1) | DE1210428B (enExample) |
| DK (1) | DK109260C (enExample) |
| FR (1) | FR1441420A (enExample) |
| GB (1) | GB1004941A (enExample) |
| MY (1) | MY6900019A (enExample) |
| NL (2) | NL6409766A (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4061755A (en) * | 1976-03-25 | 1977-12-06 | Eli Lilly And Company | Coccidiocidal combination of monensin and metichlorpindol |
| CN106632008A (zh) * | 2015-12-06 | 2017-05-10 | 宁夏际华环境安全科技有限公司 | 一种氯羟吡啶生产工艺 |
| CN105753776B (zh) * | 2015-12-14 | 2018-05-22 | 浙江工业大学 | 一种2,6-二甲基-3,5-二氯-4-羟基吡啶的制备方法 |
-
0
- NL NL121732D patent/NL121732C/xx active
-
1963
- 1963-09-25 US US311309A patent/US3246001A/en not_active Expired - Lifetime
-
1964
- 1964-08-12 DE DED45179A patent/DE1210428B/de active Granted
- 1964-08-17 GB GB33548/64A patent/GB1004941A/en not_active Expired
- 1964-08-24 NL NL6409766A patent/NL6409766A/xx unknown
- 1964-09-16 FR FR988355A patent/FR1441420A/fr not_active Expired
- 1964-09-18 DK DK459564AA patent/DK109260C/da active
-
1967
- 1967-11-01 CY CY41367A patent/CY413A/xx unknown
-
1969
- 1969-12-31 MY MY196919A patent/MY6900019A/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| None * |
Also Published As
| Publication number | Publication date |
|---|---|
| US3246001A (en) | 1966-04-12 |
| DE1210428C2 (enExample) | 1966-08-18 |
| CY413A (en) | 1967-11-01 |
| GB1004941A (en) | 1965-09-22 |
| NL6409766A (enExample) | 1965-03-26 |
| MY6900019A (en) | 1969-12-31 |
| FR1441420A (fr) | 1966-06-10 |
| DK109260C (da) | 1968-04-08 |
| NL121732C (enExample) |
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