ES8200357A1 - Un proceso para la produccion de sulfenamidas - Google Patents
Un proceso para la produccion de sulfenamidasInfo
- Publication number
- ES8200357A1 ES8200357A1 ES496923A ES496923A ES8200357A1 ES 8200357 A1 ES8200357 A1 ES 8200357A1 ES 496923 A ES496923 A ES 496923A ES 496923 A ES496923 A ES 496923A ES 8200357 A1 ES8200357 A1 ES 8200357A1
- Authority
- ES
- Spain
- Prior art keywords
- mixture
- weight
- organic solvent
- water
- inert organic
- 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
- 239000000203 mixture Substances 0.000 abstract 5
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- GPNLWUFFWOYKLP-UHFFFAOYSA-N s-(1,3-benzothiazol-2-yl)thiohydroxylamine Chemical class C1=CC=C2SC(SN)=NC2=C1 GPNLWUFFWOYKLP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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
- C07D277/70—Sulfur atoms
- C07D277/76—Sulfur atoms attached to a second hetero atom
- C07D277/80—Sulfur atoms attached to a second hetero atom to a nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE SULFENAMIDAS. CONSISTE EN LA REACCION DE CONDENSACION DE UN 2-MERCAPTOBENZOTIAZOL DE FROMULA (I), EN LA QUE R1, R2, R3 Y R4 SON HIDROGENO, ALQUILO C1-6, ALCOXI C1-6, CLORO U OTRO SUSTITUYENTE INERTE, Y UNA CICLOALQUILAMINA O ALQUILAMINA PRIMARIA O UNA AMINA SECUNDARIA DE FORMULA (II), EN LA QUE R5 Y R6 PUEDEN SER HIDROGEO, RADICAL ALQUILO O CICLOALQUILO, PUDIENDO ESTAR UNIDOS ENTRE SI; CON OXIGENO EN PRESENCIA DE UN CATALIZADOR EN UN MEDIO DE REACCION QUE CONTIENE AGUA, O AGUA Y UN DISOLVENTE ORGANICO INERTE MISCIBLE CON EL RESTO DE LOS COMPONENETES. LA PROPORCION DE AGUA DEBE ESTAR ENTRE 0,2 Y 20 POR 100 RESPECTO A LA AMINA, Y LA TEMPERATURA DE REACCION ESTA COMPRENDIDA ENTRE 50 Y 85C. ESTOS COMPUESTOS TIENEN APLICACIONES COMO ACELERADORES EN LA VULCANIZACION DEL CAUCHO.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB7940652 | 1979-11-23 |
Publications (2)
Publication Number | Publication Date |
---|---|
ES8200357A1 true ES8200357A1 (es) | 1981-11-16 |
ES496923A0 ES496923A0 (es) | 1981-11-16 |
Family
ID=10509394
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES496923A Granted ES496923A0 (es) | 1979-11-23 | 1980-11-17 | Un proceso para la produccion de sulfenamidas |
Country Status (8)
Country | Link |
---|---|
US (1) | US4461897A (es) |
EP (1) | EP0029718B1 (es) |
JP (1) | JPS56127366A (es) |
AU (1) | AU533048B2 (es) |
CA (1) | CA1160222A (es) |
DE (1) | DE3067038D1 (es) |
ES (1) | ES496923A0 (es) |
ZA (1) | ZA807138B (es) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3233395C1 (de) * | 1982-09-09 | 1984-01-05 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von sterisch gehinderten 2-Benzothiazolsulfenamiden |
DE3325724A1 (de) * | 1983-07-16 | 1985-01-24 | Akzo Gmbh, 5600 Wuppertal | Verfahren zur herstellung von thiazolyl-2-sulfenamiden |
JPS60114584A (ja) * | 1983-11-25 | 1985-06-21 | Otsuka Chem Co Ltd | チオスルホナ−ト誘導体の製造法 |
US4574121A (en) * | 1983-11-29 | 1986-03-04 | Uop Inc. | Metal chelate mercaptan oxidation catalyst |
US4956325A (en) * | 1989-03-23 | 1990-09-11 | Merichem Company | Method of impregnating a support material |
DE4128682A1 (de) * | 1991-08-29 | 1993-03-04 | Bayer Ag | Verfahren zur herstellung von bis-benzthiazolyl-alkyl-sulfenimiden |
BR9307799A (pt) * | 1992-12-30 | 1995-11-14 | Monsanto Co | Processo de oxidaçÃo catalítica |
CN102146063A (zh) * | 2010-02-10 | 2011-08-10 | 鹤壁联昊化工有限公司 | 一种橡胶助剂ns的合成方法 |
CN102936231B (zh) * | 2011-10-13 | 2015-07-01 | 陈尔凡 | 等离子一步氧化法合成橡胶促进剂ns |
CN103073521B (zh) * | 2012-09-20 | 2017-02-15 | 濮阳蔚林化工股份有限公司 | 橡胶硫化促进剂n‑叔丁基‑2‑苯并噻唑次磺酰胺(ns)制备方法 |
CN103102328A (zh) * | 2012-11-16 | 2013-05-15 | 江苏国立化工科技有限公司 | 橡胶促进剂ns制备方法 |
CN104607247B (zh) * | 2015-01-03 | 2017-06-16 | 浙江理工大学 | 一种高活性催化碳纤维材料及制备方法 |
CN104607244B (zh) * | 2015-01-03 | 2017-06-16 | 浙江理工大学 | 具有催化功能的碳纤维材料及其制备方法 |
CN108727302A (zh) * | 2017-10-23 | 2018-11-02 | 科迈化工股份有限公司 | 一种环保型n-叔丁基-2-苯并噻唑次磺酰胺(ns)合成工艺 |
CN108084114B (zh) * | 2017-12-19 | 2021-05-14 | 蔚林新材料科技股份有限公司 | 橡胶硫化促进剂cbs的制备方法 |
CN108101864B (zh) * | 2017-12-20 | 2021-08-10 | 蔚林新材料科技股份有限公司 | N-叔丁基-2-苯并噻唑次磺酰胺的制备方法 |
CN110523414B (zh) * | 2018-05-25 | 2020-11-10 | 中国科学院大连化学物理研究所 | 一种担载型催化剂的制备方法及其在橡胶促进剂cbs合成中的应用 |
CN110776478A (zh) * | 2019-11-11 | 2020-02-11 | 山东阳谷华泰化工股份有限公司 | 一种橡胶硫化促进剂ns的低温连续合成方法 |
CN113912564B (zh) * | 2021-10-27 | 2023-01-31 | 河南省化工研究所有限责任公司 | 一种金属卟啉温和催化氧化制备2-巯基苯并噻唑的方法 |
CN115999495B (zh) * | 2023-03-24 | 2023-06-27 | 东营巨宝工贸有限公司 | 一种应用于氧气氧化法生产硫化促进剂的反应釜 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3116329A (en) * | 1963-12-31 | Process for the preparation of | ||
US3116328A (en) * | 1963-12-31 | Preparation of thiuram disulfides | ||
US3654297A (en) * | 1969-02-10 | 1972-04-04 | American Cyanamid Co | Process for oxidizing 2-mercaptobenzothiazole |
US3600398A (en) * | 1969-04-18 | 1971-08-17 | Nalco Chemical Co | Amine derivatives of mercaptobenzothiazole |
US3737431A (en) * | 1970-02-24 | 1973-06-05 | Monsanto Co | Preparation of sulfenamides by catalytic oxidation |
FR2206761A5 (es) * | 1972-11-13 | 1974-06-07 | Rhone Poulenc Sa | |
FR2201684A5 (es) * | 1972-10-04 | 1974-04-26 | Rhone Poulenc Sa | |
US4072630A (en) * | 1976-02-17 | 1978-02-07 | Uop Inc. | Metal phthalocyanine catalyst preparation |
JPS5344563A (en) * | 1976-10-05 | 1978-04-21 | Ouchi Shinkou Kagaku Kougiyou | Preparation of benzothiazolylsulfenamide |
US4087378A (en) * | 1977-01-18 | 1978-05-02 | Uop Inc. | Preparation of a supported metal phthalocyanine |
US4258197A (en) * | 1979-06-08 | 1981-03-24 | Pennwalt Corporation | Manufacture of sulfenamides |
-
1980
- 1980-11-17 ZA ZA00807138A patent/ZA807138B/xx unknown
- 1980-11-17 ES ES496923A patent/ES496923A0/es active Granted
- 1980-11-18 AU AU64484/80A patent/AU533048B2/en not_active Ceased
- 1980-11-21 JP JP16347480A patent/JPS56127366A/ja active Granted
- 1980-11-21 CA CA000365234A patent/CA1160222A/en not_active Expired
- 1980-11-21 DE DE8080304175T patent/DE3067038D1/de not_active Expired
- 1980-11-21 EP EP80304175A patent/EP0029718B1/en not_active Expired
-
1982
- 1982-09-24 US US06/423,428 patent/US4461897A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
JPS56127366A (en) | 1981-10-06 |
AU6448480A (en) | 1981-05-28 |
DE3067038D1 (en) | 1984-04-19 |
EP0029718A1 (en) | 1981-06-03 |
ZA807138B (en) | 1981-11-25 |
EP0029718B1 (en) | 1984-03-14 |
US4461897A (en) | 1984-07-24 |
ES496923A0 (es) | 1981-11-16 |
JPH0229674B2 (es) | 1990-07-02 |
CA1160222A (en) | 1984-01-10 |
AU533048B2 (en) | 1983-10-27 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD1A | Patent lapsed |
Effective date: 19970303 |