DE1919420A1 - Verfahren zur Herstellung von 2-Mercaptobenzthiazol - Google Patents
Verfahren zur Herstellung von 2-MercaptobenzthiazolInfo
- Publication number
- DE1919420A1 DE1919420A1 DE19691919420 DE1919420A DE1919420A1 DE 1919420 A1 DE1919420 A1 DE 1919420A1 DE 19691919420 DE19691919420 DE 19691919420 DE 1919420 A DE1919420 A DE 1919420A DE 1919420 A1 DE1919420 A1 DE 1919420A1
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- mercaptobenzothiazole
- mercapto
- preparation
- carbon disulfide
- 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.)
- Pending
Links
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 title claims description 24
- 238000000034 method Methods 0.000 title claims description 18
- 238000002360 preparation method Methods 0.000 title claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 13
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 12
- 229940054266 2-mercaptobenzothiazole Drugs 0.000 claims description 9
- BVOMRRWJQOJMPA-UHFFFAOYSA-N 1,2,3-trithiane Chemical compound C1CSSSC1 BVOMRRWJQOJMPA-UHFFFAOYSA-N 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 239000011593 sulfur Substances 0.000 claims description 5
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 15
- 239000000126 substance Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- BFCFYVKQTRLZHA-UHFFFAOYSA-N 1-chloro-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1Cl BFCFYVKQTRLZHA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000020477 pH reduction Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- DBTDEFJAFBUGPP-UHFFFAOYSA-N Methanethial Chemical compound S=C DBTDEFJAFBUGPP-UHFFFAOYSA-N 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 150000004294 cyclic thioethers Chemical class 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 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
- C07D277/72—2-Mercaptobenzothiazole
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691919420 DE1919420A1 (de) | 1969-04-17 | 1969-04-17 | Verfahren zur Herstellung von 2-Mercaptobenzthiazol |
| NL7000556A NL7000556A (en, 2012) | 1969-04-17 | 1970-01-15 | |
| BE744641D BE744641A (fr) | 1969-04-17 | 1970-01-20 | Procede pour la preparation de 2-mercapto-benzthiazol |
| ES375688A ES375688A1 (es) | 1969-04-17 | 1970-01-20 | Procedimiento para la preparacion de 2-mercapto-benzotia- zol. |
| CH186070A CH517109A (de) | 1969-04-17 | 1970-02-10 | Verfahren zur Herstellung von 2-Mercapto-benzthiazol |
| AT123170A AT289790B (de) | 1969-04-17 | 1970-02-11 | Verfahren zur Herstellung von 2-Mercapto-benzthiazol |
| US27418A US3663562A (en) | 1969-04-17 | 1970-04-10 | Process for the production of 2-mercapto-benzothiazole |
| FR7013829A FR2045355A5 (en, 2012) | 1969-04-17 | 1970-04-16 | |
| GB1258026D GB1258026A (en, 2012) | 1969-04-17 | 1970-04-17 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691919420 DE1919420A1 (de) | 1969-04-17 | 1969-04-17 | Verfahren zur Herstellung von 2-Mercaptobenzthiazol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1919420A1 true DE1919420A1 (de) | 1970-10-29 |
Family
ID=5731418
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19691919420 Pending DE1919420A1 (de) | 1969-04-17 | 1969-04-17 | Verfahren zur Herstellung von 2-Mercaptobenzthiazol |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3663562A (en, 2012) |
| AT (1) | AT289790B (en, 2012) |
| BE (1) | BE744641A (en, 2012) |
| CH (1) | CH517109A (en, 2012) |
| DE (1) | DE1919420A1 (en, 2012) |
| ES (1) | ES375688A1 (en, 2012) |
| FR (1) | FR2045355A5 (en, 2012) |
| GB (1) | GB1258026A (en, 2012) |
| NL (1) | NL7000556A (en, 2012) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3910811A1 (de) * | 1989-04-04 | 1990-10-18 | Zipperle Eugen Gmbh & Co Kg | Sonnenblende fuer kraftfahrzeuge |
| DE4028473A1 (de) * | 1990-09-07 | 1992-03-12 | Akzo Gmbh | Verfahren zur herstellung von 2-mercapto-benzothiazol |
| US5367082A (en) * | 1990-09-07 | 1994-11-22 | Akzo N.V. | Process for the preparation of 2-mercaptobenzothiazole |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY181756A (en) | 2010-12-30 | 2021-01-06 | United States Gypsum Co | Slurry distribution system and method |
| US10076853B2 (en) * | 2010-12-30 | 2018-09-18 | United States Gypsum Company | Slurry distributor, system, and method for using same |
| KR101986713B1 (ko) | 2010-12-30 | 2019-06-07 | 유나이티드 스테이츠 집섬 컴파니 | 슬러리 분배기, 시스템 및 이의 이용 방법 |
| US9999989B2 (en) | 2010-12-30 | 2018-06-19 | United States Gypsum Company | Slurry distributor with a profiling mechanism, system, and method for using same |
| US9296124B2 (en) | 2010-12-30 | 2016-03-29 | United States Gypsum Company | Slurry distributor with a wiping mechanism, system, and method for using same |
| US10293522B2 (en) | 2011-10-24 | 2019-05-21 | United States Gypsum Company | Multi-piece mold and method of making slurry distributor |
| ES2606019T3 (es) | 2011-10-24 | 2017-03-17 | United States Gypsum Company | Empalme de descarga con múltiples ramas para la distribución de lechada |
| MX353810B (es) | 2011-10-24 | 2018-01-30 | United States Gypsum Co | Divisor de flujo para sistema de distribución de lechada. |
| US10059033B2 (en) | 2014-02-18 | 2018-08-28 | United States Gypsum Company | Cementitious slurry mixing and dispensing system with pulser assembly and method for using same |
| CN106518803A (zh) * | 2016-10-08 | 2017-03-22 | 扬中市橡胶塑料厂有限公司 | 一种高耐磨型橡胶密封件生产用橡胶硫化促进剂 |
-
1969
- 1969-04-17 DE DE19691919420 patent/DE1919420A1/de active Pending
-
1970
- 1970-01-15 NL NL7000556A patent/NL7000556A/xx unknown
- 1970-01-20 BE BE744641D patent/BE744641A/xx unknown
- 1970-01-20 ES ES375688A patent/ES375688A1/es not_active Expired
- 1970-02-10 CH CH186070A patent/CH517109A/de not_active IP Right Cessation
- 1970-02-11 AT AT123170A patent/AT289790B/de not_active IP Right Cessation
- 1970-04-10 US US27418A patent/US3663562A/en not_active Expired - Lifetime
- 1970-04-16 FR FR7013829A patent/FR2045355A5/fr not_active Expired
- 1970-04-17 GB GB1258026D patent/GB1258026A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3910811A1 (de) * | 1989-04-04 | 1990-10-18 | Zipperle Eugen Gmbh & Co Kg | Sonnenblende fuer kraftfahrzeuge |
| DE4028473A1 (de) * | 1990-09-07 | 1992-03-12 | Akzo Gmbh | Verfahren zur herstellung von 2-mercapto-benzothiazol |
| US5367082A (en) * | 1990-09-07 | 1994-11-22 | Akzo N.V. | Process for the preparation of 2-mercaptobenzothiazole |
Also Published As
| Publication number | Publication date |
|---|---|
| BE744641A (fr) | 1970-07-01 |
| GB1258026A (en, 2012) | 1971-12-22 |
| CH517109A (de) | 1971-12-31 |
| NL7000556A (en, 2012) | 1970-10-20 |
| FR2045355A5 (en, 2012) | 1971-02-26 |
| ES375688A1 (es) | 1972-05-16 |
| AT289790B (de) | 1971-05-10 |
| US3663562A (en) | 1972-05-16 |
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