GB1425278A - Process for producing mercaptophenols engine exhaust brake unit for vehicles with combustible gas- operated ottocycle internal combustion engines - Google Patents
Process for producing mercaptophenols engine exhaust brake unit for vehicles with combustible gas- operated ottocycle internal combustion enginesInfo
- Publication number
- GB1425278A GB1425278A GB1049874A GB1049874A GB1425278A GB 1425278 A GB1425278 A GB 1425278A GB 1049874 A GB1049874 A GB 1049874A GB 1049874 A GB1049874 A GB 1049874A GB 1425278 A GB1425278 A GB 1425278A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mercaptophenols
- dimethylphenol
- mercapto
- ottocycle
- vehicles
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
- C07C319/06—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols from sulfides, hydropolysulfides or polysulfides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/22—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides
- C07C319/24—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of hydropolysulfides or polysulfides by reactions involving the formation of sulfur-to-sulfur bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1425278 Mercaptophenols CROWN ZEL LERBACH CORP 8 March 1974 [12 March 1973] 10498/74 Heading C2C Mercaptophenols are produced from phenols by contacting at least one phenol having the Formula (I): in which R is hydrogen or an alkyl, cycloalkyl or haloalkyl group containing up to 10 carbon atoms, and -R<SP>1</SP> n represents up to 4 optional substituents, each being halogen or a hydroxy group or an alkyl, alkoxy, aryl or cycloalkyl group each containing up to 20 carbon atoms, provided at least one position ortho or para to the OR group is occupied by a hydrogen atom, with a sulphur chloride in a polar solvent having a "water solubility" of at least 2À0, the phenols comprising up to 25% by weight of the reaction mixture; reducing the resulting polysulphides to mercaptophenols; and isolating the mercaptophenols from the reaction mixture. The polar solvent is defined as one which has a solubility in water of at least 2À0 based on grams of solvent dissolved per 100 gms. of water at a temperature of approximately 25‹ C. If desired, hydrogen chloride may be used as a promoter. Examples describe the conversion of (a) phenol to 4-mercaptophenol; (b) 2,4-dimethylphenol to 6- mercapto - 2,4 - dimethylphenol; (c) 2,6-dimethylphenol to 4 - mercapto - 2,6 - dimethylphenol; (c) anisole to 4-mercapto-anisole; and (d) catechol to 4-mercaptocatechol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34062773A | 1973-03-12 | 1973-03-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1425278A true GB1425278A (en) | 1976-02-18 |
Family
ID=23334251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1049874A Expired GB1425278A (en) | 1973-03-12 | 1974-03-08 | Process for producing mercaptophenols engine exhaust brake unit for vehicles with combustible gas- operated ottocycle internal combustion engines |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS5024233A (en) |
| CA (1) | CA1024532A (en) |
| CH (1) | CH585707A5 (en) |
| DE (1) | DE2411826A1 (en) |
| FR (1) | FR2221445B1 (en) |
| GB (1) | GB1425278A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4734527A (en) * | 1986-10-17 | 1988-03-29 | Merrell Dow Pharmaceuticals Inc. | Process for preparing 2,6-di-tertiarybutyl-4-mercaptophenol |
| EP0200212A3 (en) * | 1985-04-30 | 1988-08-24 | Seitetsu Kagaku Co., Ltd. | Process for producing polythiobisphenols and process for producing mercaptophenols by the hydrogenolysis of the same |
| US4772363A (en) * | 1987-01-14 | 1988-09-20 | Merrell Dow Pharmaceuticals Inc. | Process for preparing 2,6-di-tertiarybutyl-4-mercaptophenol by electrocatalysis |
| US5401883A (en) * | 1987-01-20 | 1995-03-28 | Merrell Dow Pharmaceuticals Inc. | Process for preparing 2,6-di-tertiarybutyl-4-mercaptophenol and 4,4'-isopropylidenedithio-bis-(2,6-di-tertiarybutylphenol) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4056568A (en) * | 1975-03-24 | 1977-11-01 | Crown Zellerbach Corporation | 2,6-Dialkyl-4-hydroxysulfenyl chlorides |
| GB2031422B (en) * | 1978-09-14 | 1983-05-11 | Mitsui Toatsu Chemicals | Preparation of 2,2'-bis(4-substituted-phenol sulfides |
| US4672138A (en) * | 1980-10-20 | 1987-06-09 | Hoechst Roussel Pharmaceuticals Inc. | Phenyl substituted carbamothioic acid esters |
| US4436748A (en) * | 1980-10-20 | 1984-03-13 | Hoechst-Roussel Pharmaceuticals Inc. | Benzo[b]thiophenes |
| JPH0813797B2 (en) * | 1987-01-24 | 1996-02-14 | 住友精化株式会社 | Process for producing 4-methyl-1,2-benzenedithiol |
| US4946610A (en) * | 1989-08-03 | 1990-08-07 | Ethyl Petroleum Additives, Inc. | Sulfur-bridged phenolic antioxidants |
-
1974
- 1974-03-08 FR FR7408793A patent/FR2221445B1/fr not_active Expired
- 1974-03-08 GB GB1049874A patent/GB1425278A/en not_active Expired
- 1974-03-12 CA CA194,736A patent/CA1024532A/en not_active Expired
- 1974-03-12 JP JP2845874A patent/JPS5024233A/ja active Pending
- 1974-03-12 CH CH341474A patent/CH585707A5/xx not_active IP Right Cessation
- 1974-03-12 DE DE19742411826 patent/DE2411826A1/en not_active Withdrawn
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0200212A3 (en) * | 1985-04-30 | 1988-08-24 | Seitetsu Kagaku Co., Ltd. | Process for producing polythiobisphenols and process for producing mercaptophenols by the hydrogenolysis of the same |
| EP0474259A3 (en) * | 1985-04-30 | 1992-04-22 | Seitetsu Kagaku Co. Ltd. | Process for producing mercaptophenols by the hydrogenolysis of polythiobisphenols |
| US4734527A (en) * | 1986-10-17 | 1988-03-29 | Merrell Dow Pharmaceuticals Inc. | Process for preparing 2,6-di-tertiarybutyl-4-mercaptophenol |
| US4772363A (en) * | 1987-01-14 | 1988-09-20 | Merrell Dow Pharmaceuticals Inc. | Process for preparing 2,6-di-tertiarybutyl-4-mercaptophenol by electrocatalysis |
| US5401883A (en) * | 1987-01-20 | 1995-03-28 | Merrell Dow Pharmaceuticals Inc. | Process for preparing 2,6-di-tertiarybutyl-4-mercaptophenol and 4,4'-isopropylidenedithio-bis-(2,6-di-tertiarybutylphenol) |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1024532A (en) | 1978-01-17 |
| FR2221445A1 (en) | 1974-10-11 |
| FR2221445B1 (en) | 1979-04-20 |
| JPS5024233A (en) | 1975-03-15 |
| DE2411826A1 (en) | 1974-09-26 |
| CH585707A5 (en) | 1977-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |