JPS6014031B2 - ５−アセトアセチルアミノ−ベンゾイミダゾロンの製法 - Google Patents
５−アセトアセチルアミノ−ベンゾイミダゾロンの製法Info
- Publication number
- JPS6014031B2 JPS6014031B2 JP52031216A JP3121677A JPS6014031B2 JP S6014031 B2 JPS6014031 B2 JP S6014031B2 JP 52031216 A JP52031216 A JP 52031216A JP 3121677 A JP3121677 A JP 3121677A JP S6014031 B2 JPS6014031 B2 JP S6014031B2
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- diketene
- temperature
- salt
- water
- 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
- KQNZKBRSEJLVEO-UHFFFAOYSA-N 3-oxo-n-(2-oxobenzimidazol-5-yl)butanamide Chemical compound C1=C(NC(=O)CC(=O)C)C=CC2=NC(=O)N=C21 KQNZKBRSEJLVEO-UHFFFAOYSA-N 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 11
- 238000006243 chemical reaction Methods 0.000 claims description 24
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 10
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- QOMNJPSRBRDQSU-UHFFFAOYSA-N 5-aminobenzimidazol-2-one Chemical compound C1=C(N)C=CC2=NC(=O)N=C21 QOMNJPSRBRDQSU-UHFFFAOYSA-N 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 6
- 239000000725 suspension Substances 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000005507 spraying Methods 0.000 claims description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 230000001105 regulatory effect Effects 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 238000010923 batch production Methods 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000012266 salt solution Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000010924 continuous production Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 238000004313 potentiometry Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/26—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2612391.1 | 1976-03-24 | ||
| DE2612391A DE2612391C2 (de) | 1976-03-24 | 1976-03-24 | Verfahren zur Herstellung von 5-Acetoacetylaminobenzimidazolon-(2) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS52116467A JPS52116467A (en) | 1977-09-29 |
| JPS6014031B2 true JPS6014031B2 (ja) | 1985-04-11 |
Family
ID=5973269
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP52031216A Expired JPS6014031B2 (ja) | 1976-03-24 | 1977-03-23 | ５−アセトアセチルアミノ−ベンゾイミダゾロンの製法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4153798A (enExample) |
| JP (1) | JPS6014031B2 (enExample) |
| BE (1) | BE852850A (enExample) |
| CH (1) | CH629193A5 (enExample) |
| DE (1) | DE2612391C2 (enExample) |
| FR (1) | FR2345434A1 (enExample) |
| GB (1) | GB1541970A (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4335614A1 (de) * | 1993-10-19 | 1995-04-27 | Hoechst Ag | Verfahren zur Herstellung von 5-Acetoacetylaminobenzimidazolon-2 |
| US6617453B1 (en) | 1997-10-24 | 2003-09-09 | Clariant Finance (Bvi) Limited | Triphendioxazine compounds |
| DE19747175A1 (de) | 1997-10-24 | 1999-04-29 | Clariant Int Ltd | Chlorhaltige Triphendioxazin-Verbindungen |
| DE19913401A1 (de) | 1999-03-25 | 2000-09-28 | Clariant Gmbh | Verfahren zur Herstellung von Dioxazin-Verbindungen |
| DE10303581A1 (de) * | 2003-01-30 | 2004-08-12 | Clariant Gmbh | Acetoacetylierung von Alkoholen, Thiolen und Aminen im Mikroreaktor |
| CN110128350A (zh) * | 2019-07-01 | 2019-08-16 | 山东汇海医药化工有限公司 | 一种提高5-乙酰乙酰氨基苯并咪唑酮质量的方法 |
| CN110183385A (zh) * | 2019-07-01 | 2019-08-30 | 山东汇海医药化工有限公司 | 一种提高5-乙酰乙酰氨基苯并咪唑酮纯度的方法 |
| CN110845424B (zh) * | 2019-12-11 | 2021-03-26 | 山东汇海医药化工有限公司 | 一种5-乙酰乙酰氨基苯并咪唑酮的制备方法 |
| CN111039872A (zh) * | 2019-12-11 | 2020-04-21 | 山东汇海医药化工有限公司 | 一种提高5-乙酰乙酰氨基苯并咪唑酮收率的方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1982675A (en) * | 1934-12-04 | Pbeparation of acetoacetanilid | ||
| US2152132A (en) * | 1936-12-12 | 1939-03-28 | Carbide & Carbon Chem Corp | Acetoacetyl amides and process for their preparation |
| BE513633A (enExample) * | 1951-08-21 | |||
| GB770263A (en) * | 1954-06-19 | 1957-03-20 | Wacker Chemie Gmbh | Process for the manufacture of acetoacetamides |
| GB962227A (en) * | 1960-08-23 | 1964-07-01 | Distillers Co Yeast Ltd | Production of aceto-acetarylamides |
| US3304328A (en) * | 1963-10-25 | 1967-02-14 | Fmc Corp | Preparation of acetoacetarylamides |
| DE1644231A1 (de) * | 1967-10-27 | 1970-12-10 | Hoechst Ag | Wasserunloeslicher Monoazofarbstoff und Verfahren zu seiner Herstellung |
| US3555003A (en) * | 1968-10-22 | 1971-01-12 | Hoechst Ag | Water-insoluble benzimidazolone containing monoazo dyestuffs |
| US3963694A (en) * | 1971-03-03 | 1976-06-15 | Ciba-Geigy Corporation | Hydroxyquinolyl- and quinazolonylazoacetoacetylbenzimidazolone pigments |
| DE2518922C2 (de) * | 1975-04-29 | 1982-08-19 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung von 5- Acetoacetylaminobenzimidazolon-(2) |
-
1976
- 1976-03-24 DE DE2612391A patent/DE2612391C2/de not_active Expired
-
1977
- 1977-03-21 CH CH352677A patent/CH629193A5/de not_active IP Right Cessation
- 1977-03-22 US US05/780,221 patent/US4153798A/en not_active Expired - Lifetime
- 1977-03-23 JP JP52031216A patent/JPS6014031B2/ja not_active Expired
- 1977-03-24 GB GB7712435A patent/GB1541970A/en not_active Expired
- 1977-03-24 BE BE176094A patent/BE852850A/xx not_active IP Right Cessation
- 1977-03-24 FR FR7708782A patent/FR2345434A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE2612391A1 (de) | 1977-10-06 |
| FR2345434A1 (fr) | 1977-10-21 |
| GB1541970A (en) | 1979-03-14 |
| CH629193A5 (de) | 1982-04-15 |
| DE2612391C2 (de) | 1982-09-23 |
| US4153798A (en) | 1979-05-08 |
| BE852850A (fr) | 1977-09-26 |
| JPS52116467A (en) | 1977-09-29 |
| FR2345434B1 (enExample) | 1984-05-11 |
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