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 engines

Info

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
Application number
GB1049874A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
James River Corp of Nevada
Original Assignee
Crown Zellerbach Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Crown Zellerbach Corp filed Critical Crown Zellerbach Corp
Publication of GB1425278A publication Critical patent/GB1425278A/en
Expired legal-status Critical Current

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

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.
GB1049874A 1973-03-12 1974-03-08 Process for producing mercaptophenols engine exhaust brake unit for vehicles with combustible gas- operated ottocycle internal combustion engines Expired GB1425278A (en)

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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0200212A2 (en) * 1985-04-30 1986-11-05 Sumitomo Seika Chemicals Co., Ltd. Process for producing polythiobisphenols and process for producing mercaptophenols by the hydrogenolysis of the same
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)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
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
US4436748A (en) * 1980-10-20 1984-03-13 Hoechst-Roussel Pharmaceuticals Inc. Benzo[b]thiophenes
US4672138A (en) * 1980-10-20 1987-06-09 Hoechst Roussel Pharmaceuticals Inc. Phenyl substituted carbamothioic acid esters
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

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0200212A2 (en) * 1985-04-30 1986-11-05 Sumitomo Seika Chemicals Co., Ltd. Process for producing polythiobisphenols and process for producing mercaptophenols by the hydrogenolysis of the same
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
EP0474259A2 (en) * 1985-04-30 1992-03-11 Sumitomo Seika Chemicals Co., Ltd. Process for producing mercaptophenols by the hydrogenolysis of polythiobisphenols
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
JPS5024233A (en) 1975-03-15
DE2411826A1 (en) 1974-09-26
CH585707A5 (en) 1977-03-15
FR2221445B1 (en) 1979-04-20

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee