JPS588427B2 - ピラゾリン化合物 - Google Patents
ピラゾリン化合物Info
- Publication number
- JPS588427B2 JPS588427B2 JP53000944A JP94478A JPS588427B2 JP S588427 B2 JPS588427 B2 JP S588427B2 JP 53000944 A JP53000944 A JP 53000944A JP 94478 A JP94478 A JP 94478A JP S588427 B2 JPS588427 B2 JP S588427B2
- Authority
- JP
- Japan
- Prior art keywords
- pyrazoline
- mixture
- solution
- formula
- added
- 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
- 150000003219 pyrazolines Chemical class 0.000 title description 4
- -1 pyrazoline compound Chemical class 0.000 claims description 6
- 150000001450 anions Chemical class 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 238000002844 melting Methods 0.000 description 8
- 230000008018 melting Effects 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 150000007857 hydrazones Chemical class 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 229920002239 polyacrylonitrile Polymers 0.000 description 4
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 3
- 230000002087 whitening effect Effects 0.000 description 3
- 210000002268 wool Anatomy 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000002168 alkylating agent Substances 0.000 description 2
- 229940100198 alkylating agent Drugs 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000005208 trialkylammonium group Chemical group 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Coloring (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2700996A DE2700996C3 (de) | 1977-01-12 | 1977-01-12 | Pyrazolin-Verbindungen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5388034A JPS5388034A (en) | 1978-08-03 |
| JPS588427B2 true JPS588427B2 (ja) | 1983-02-16 |
Family
ID=5998519
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP53000944A Expired JPS588427B2 (ja) | 1977-01-12 | 1978-01-10 | ピラゾリン化合物 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4183853A (en, 2012) |
| JP (1) | JPS588427B2 (en, 2012) |
| BR (1) | BR7800149A (en, 2012) |
| CH (1) | CH620806B (en, 2012) |
| DE (1) | DE2700996C3 (en, 2012) |
| ES (1) | ES465915A1 (en, 2012) |
| FR (1) | FR2377386A1 (en, 2012) |
| GB (1) | GB1555651A (en, 2012) |
| IT (1) | IT7819142A0 (en, 2012) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2755023A1 (de) * | 1977-12-09 | 1979-06-13 | Bayer Ag | Pyrazolin-verbindungen |
| DE3134942A1 (de) * | 1981-09-03 | 1983-03-17 | Bayer Ag, 5090 Leverkusen | Aufhellersalze und deren verwendung fuer das nassspinnen von acrylfasern |
| DE3409429A1 (de) * | 1984-03-15 | 1985-09-26 | Bayer Ag, 5090 Leverkusen | Pyrazolinverbindungen |
| DE3545604A1 (de) * | 1985-11-29 | 1987-06-04 | Bayer Ag | Pyrazolinverbindungen |
| EP0234176B2 (de) * | 1985-12-04 | 1996-05-22 | Ciba-Geigy Ag | Pyrazolinverbindungen |
| DE3839966A1 (de) * | 1988-11-26 | 1990-05-31 | Akzo Gmbh | Hohlfadenmodul |
| DE59009779D1 (de) * | 1989-05-02 | 1995-11-23 | Ciba Geigy Ag | Lagerstabile wässrige Aufhellerformulierungen. |
| DE10208773A1 (de) | 2002-02-28 | 2003-09-04 | Clariant Gmbh | Wässrige Flüssigformulierungen von Pyrazolin-Aufhellern |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3139079A (en) * | 1961-04-10 | 1964-06-30 | Holley Carburetor Co | Centrifugal distributor with integral governor control valve |
-
1977
- 1977-01-12 DE DE2700996A patent/DE2700996C3/de not_active Expired
-
1978
- 1978-01-09 GB GB694/78A patent/GB1555651A/en not_active Expired
- 1978-01-10 JP JP53000944A patent/JPS588427B2/ja not_active Expired
- 1978-01-10 IT IT7819142A patent/IT7819142A0/it unknown
- 1978-01-10 US US05/868,317 patent/US4183853A/en not_active Expired - Lifetime
- 1978-01-11 FR FR7800706A patent/FR2377386A1/fr active Granted
- 1978-01-11 BR BR7800149A patent/BR7800149A/pt unknown
- 1978-01-12 CH CH33578A patent/CH620806B/xx not_active IP Right Cessation
- 1978-01-12 ES ES465915A patent/ES465915A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2700996B2 (de) | 1980-06-12 |
| ES465915A1 (es) | 1978-09-16 |
| GB1555651A (en) | 1979-11-14 |
| US4183853A (en) | 1980-01-15 |
| JPS5388034A (en) | 1978-08-03 |
| IT7819142A0 (it) | 1978-01-10 |
| CH620806B (de) | |
| CH620806GA3 (en, 2012) | 1980-12-31 |
| FR2377386A1 (fr) | 1978-08-11 |
| BR7800149A (pt) | 1979-01-02 |
| DE2700996C3 (de) | 1981-02-19 |
| FR2377386B1 (en, 2012) | 1983-07-22 |
| DE2700996A1 (de) | 1978-07-13 |
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