NO116631B - - Google Patents
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- Publication number
- NO116631B NO116631B NO157212A NO15721265A NO116631B NO 116631 B NO116631 B NO 116631B NO 157212 A NO157212 A NO 157212A NO 15721265 A NO15721265 A NO 15721265A NO 116631 B NO116631 B NO 116631B
- Authority
- NO
- Norway
- Prior art keywords
- weight
- parts
- pyridazone
- phenyl
- methyl
- Prior art date
Links
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims description 20
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 claims description 12
- 229940067157 phenylhydrazine Drugs 0.000 claims description 12
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 229940040102 levulinic acid Drugs 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 5
- 230000018044 dehydration Effects 0.000 claims description 5
- 238000006297 dehydration reaction Methods 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 238000006356 dehydrogenation reaction Methods 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 28
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- -1 acyl acetic ester Chemical compound 0.000 description 15
- 238000009835 boiling Methods 0.000 description 15
- 229960000583 acetic acid Drugs 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- 238000002844 melting Methods 0.000 description 11
- 230000008018 melting Effects 0.000 description 11
- 238000007363 ring formation reaction Methods 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- 239000012362 glacial acetic acid Substances 0.000 description 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000003208 petroleum Substances 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- TULILRZWOVSTLQ-UHFFFAOYSA-N 2-ethyl-4-oxopentanoic acid Chemical compound CCC(C(O)=O)CC(C)=O TULILRZWOVSTLQ-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 235000019439 ethyl acetate Nutrition 0.000 description 3
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical compound OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- RWHLMQCJPSIVSC-UHFFFAOYSA-N C1(=CC=CC=C1)N1N=C(CC(C1=O)C(C)C)C Chemical compound C1(=CC=CC=C1)N1N=C(CC(C1=O)C(C)C)C RWHLMQCJPSIVSC-UHFFFAOYSA-N 0.000 description 2
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 230000001476 alcoholic effect Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- HJRMYVTYHORJKC-UHFFFAOYSA-N 2-n-Propyl-4-oxopentanoic acid Chemical compound CCCC(C(O)=O)CC(C)=O HJRMYVTYHORJKC-UHFFFAOYSA-N 0.000 description 1
- ZXTHWIZHGLNEPG-UHFFFAOYSA-N 2-phenyl-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=CC=C1 ZXTHWIZHGLNEPG-UHFFFAOYSA-N 0.000 description 1
- FDGKWOCICZHQNO-UHFFFAOYSA-N 4-ethyl-6-methyl-2-phenylpyridazin-3-one Chemical compound C1(=CC=CC=C1)N1N=C(C=C(C1=O)CC)C FDGKWOCICZHQNO-UHFFFAOYSA-N 0.000 description 1
- JOHVNRKRSUMZFZ-UHFFFAOYSA-N 4-methyl-2-phenyl-6-propan-2-ylpyridazin-3-one Chemical compound C1(=CC=CC=C1)N1N=C(C=C(C1=O)C)C(C)C JOHVNRKRSUMZFZ-UHFFFAOYSA-N 0.000 description 1
- IFSNIVXMIWOQLE-UHFFFAOYSA-N 4-oxo-2-propan-2-ylpentanoic acid Chemical compound CC(C)C(C(O)=O)CC(C)=O IFSNIVXMIWOQLE-UHFFFAOYSA-N 0.000 description 1
- MTAVSZUDNILFBJ-UHFFFAOYSA-N 6-methyl-2-phenyl-4-propyl-4,5-dihydropyridazin-3-one Chemical compound C1(=CC=CC=C1)N1N=C(CC(C1=O)CCC)C MTAVSZUDNILFBJ-UHFFFAOYSA-N 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- KWXBLLNBBBRZHH-UHFFFAOYSA-N CCC(C=C1C)=NN(C2=CC=CC=C2)C1=O Chemical compound CCC(C=C1C)=NN(C2=CC=CC=C2)C1=O KWXBLLNBBBRZHH-UHFFFAOYSA-N 0.000 description 1
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- JOOXCMJARBKPKM-UHFFFAOYSA-N laevulinic acid Natural products CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01R—ELECTRICALLY-CONDUCTIVE CONNECTIONS; STRUCTURAL ASSOCIATIONS OF A PLURALITY OF MUTUALLY-INSULATED ELECTRICAL CONNECTING ELEMENTS; COUPLING DEVICES; CURRENT COLLECTORS
- H01R13/00—Details of coupling devices of the kinds covered by groups H01R12/70 or H01R24/00 - H01R33/00
- H01R13/02—Contact members
- H01R13/10—Sockets for co-operation with pins or blades
- H01R13/11—Resilient sockets
- H01R13/112—Resilient sockets forked sockets having two legs
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01H—ELECTRIC SWITCHES; RELAYS; SELECTORS; EMERGENCY PROTECTIVE DEVICES
- H01H1/00—Contacts
- H01H1/12—Contacts characterised by the manner in which co-operating contacts engage
- H01H1/36—Contacts characterised by the manner in which co-operating contacts engage by sliding
- H01H1/42—Knife-and-clip contacts
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01H—ELECTRIC SWITCHES; RELAYS; SELECTORS; EMERGENCY PROTECTIVE DEVICES
- H01H1/00—Contacts
- H01H1/50—Means for increasing contact pressure, preventing vibration of contacts, holding contacts together after engagement, or biasing contacts to the open position
- H01H1/52—Contacts adapted to act as latches
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01R—ELECTRICALLY-CONDUCTIVE CONNECTIONS; STRUCTURAL ASSOCIATIONS OF A PLURALITY OF MUTUALLY-INSULATED ELECTRICAL CONNECTING ELEMENTS; COUPLING DEVICES; CURRENT COLLECTORS
- H01R11/00—Individual connecting elements providing two or more spaced connecting locations for conductive members which are, or may be, thereby interconnected, e.g. end pieces for wires or cables supported by the wire or cable and having means for facilitating electrical connection to some other wire, terminal, or conductive member, blocks of binding posts
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01R—ELECTRICALLY-CONDUCTIVE CONNECTIONS; STRUCTURAL ASSOCIATIONS OF A PLURALITY OF MUTUALLY-INSULATED ELECTRICAL CONNECTING ELEMENTS; COUPLING DEVICES; CURRENT COLLECTORS
- H01R4/00—Electrically-conductive connections between two or more conductive members in direct contact, i.e. touching one another; Means for effecting or maintaining such contact; Electrically-conductive connections having two or more spaced connecting locations for conductors and using contact members penetrating insulation
- H01R4/28—Clamped connections, spring connections
- H01R4/48—Clamped connections, spring connections utilising a spring, clip, or other resilient member
- H01R4/489—Clamped connections, spring connections utilising a spring, clip, or other resilient member spring force increased by screw, cam, wedge, or other fastening means
Landscapes
- Arc-Extinguishing Devices That Are Switches (AREA)
- Manufacture Of Switches (AREA)
- Electric Clocks (AREA)
- Knives (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Breakers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE323664 | 1964-03-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO116631B true NO116631B (xx) | 1969-04-28 |
Family
ID=20261676
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO157212A NO116631B (xx) | 1964-03-16 | 1965-03-15 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3268852A (xx) |
| BE (1) | BE661134A (xx) |
| CH (1) | CH431669A (xx) |
| DE (1) | DE1227980B (xx) |
| DK (1) | DK116522B (xx) |
| GB (1) | GB1097311A (xx) |
| NL (1) | NL6503245A (xx) |
| NO (1) | NO116631B (xx) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19533420A1 (de) * | 1995-09-09 | 1997-03-13 | Teves Gmbh Alfred | Mit Hülse versehener Schneidsteckverbinder |
| SE9602688L (sv) | 1996-07-08 | 1998-01-09 | Volvo Ab | Katalytisk brännkammare, samt förfarande för tändning och reglering av den katalytiska brännkammaren |
| DE10047566A1 (de) * | 2000-09-22 | 2002-04-18 | Mueller Jean Ohg Elektrotech | Blockiereinrichtung für Trennmesser |
| FR2817651B1 (fr) * | 2000-12-06 | 2003-02-28 | Dauphinoise Const Elect Mec | Interrupteur-sectionneur pour courants electriques basse et moyenne tension |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1917862A (en) * | 1931-01-22 | 1933-07-11 | Earl Electric Mfg Company | Fuse mounting block |
-
1965
- 1965-03-11 CH CH341065A patent/CH431669A/de unknown
- 1965-03-11 US US438901A patent/US3268852A/en not_active Expired - Lifetime
- 1965-03-12 GB GB10516/65A patent/GB1097311A/en not_active Expired
- 1965-03-13 DE DES95947A patent/DE1227980B/de active Pending
- 1965-03-15 NL NL6503245A patent/NL6503245A/xx unknown
- 1965-03-15 BE BE661134D patent/BE661134A/xx unknown
- 1965-03-15 DK DK130865AA patent/DK116522B/da unknown
- 1965-03-15 NO NO157212A patent/NO116631B/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE1227980B (de) | 1966-11-03 |
| NL6503245A (xx) | 1965-09-17 |
| CH431669A (de) | 1967-03-15 |
| BE661134A (xx) | 1965-07-01 |
| GB1097311A (en) | 1968-01-03 |
| DK116522B (da) | 1970-01-19 |
| US3268852A (en) | 1966-08-23 |
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