GB810389A - Improvements in or relating to sulphide derivatives - Google Patents

Improvements in or relating to sulphide derivatives

Info

Publication number
GB810389A
GB810389A GB13570/56A GB1357056A GB810389A GB 810389 A GB810389 A GB 810389A GB 13570/56 A GB13570/56 A GB 13570/56A GB 1357056 A GB1357056 A GB 1357056A GB 810389 A GB810389 A GB 810389A
Authority
GB
United Kingdom
Prior art keywords
sulphide
mercaptopropylene
sulphides
group
general formula
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
GB13570/56A
Inventor
Alan Queen
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.)
Beecham Research Laboratories Ltd
Original Assignee
Beecham Research Laboratories Ltd
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 Beecham Research Laboratories Ltd filed Critical Beecham Research Laboratories Ltd
Priority to GB13570/56A priority Critical patent/GB810389A/en
Publication of GB810389A publication Critical patent/GB810389A/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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C323/11—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/12—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/52—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises compounds of the general formula: <FORM:0810389/IV (b)/1> where R is an alkyl group having from 2 to 12 carbon atoms inclusive, a substituted alkyl group, a substituted or unsubstituted aryl, aralkyl, alkoxy, cycloalkyl, carbethoxy or heterocyclic group, and a process for the preparation of compounds of the general formula: <FORM:0810389/IV (b)/2> wherein 3-mercapto-propylene sulphide is reacted with a compound of the formula R1.CO.X, where R1 is a substituted or unsubstituted alkyl, aryl, aralkyl, alkoxy, cycloalkyl, carbethoxy or heterocyclic group, and X is a halogen atom and the resulting product is treated with an inorganic base. In examples, 3-chloroacetylthiopropylene sulphide is prepared by reacting chloroacetyl chloride with 3-mercaptopropylene in dry ether and then treating the solution with sodium bicarbonate; 3-ethoxycarbonyl-, 3-(ethoxycarbonyl)acetyl-, 3-benzoyl-, 3-p-chlorobenzoyl-, and 3-propionylthiopropylene sulphides being similarly prepared from 3-mercaptopropylene sulphide and ethyl chloroformate, malonic acid ethyl ester chloride, benzoyl and p-chlorobenzoyl chlorides, and propionyl bromide respectively. The following acylthiopropylene sulphides are also prepared by the method of the examples: 3-butyryl -, 3 - dichloroacetyl -, 3 - b - chloropropionyl-, 3-phenylacetyl-, 3-ethoxalyl-, 3-b -(methoxycarbonyl-), 3-p-nitrobenzoyl-, 3-furoyl-, 3-hexahydrobenzoyl-, 3-trichloroacetyl-, 3 - ethylthioacetyl -, 3 - a - chlorophenylacetyl -, 3 - p - chlorophenylacetyl -, 3 - p - chlorophenoxyacetyl -, 3 - hippuryl -, 3 - phthalimidoacetyl -, 3 - p - dimethylaminobenzoyl -, 3 - p - phenylazobenzoyl -, 3 - methoxycarbonyl -, 3-n - butoxycarbonyl -, and 3 - benzyloxycarbonyl-thiopropylene sulphides. The Provisional Specification also describes the preparation of compounds of the general formula (II), wherein R1 is an aryloxy group. Specification 508,932 and 597,368, [both in Group IV], are referred to. 3-Mercaptopropylene sulphide is obtained by reacting 2 : 3-dimercaptopropanol with concentrated hydrochloric acid to give the corresponding chloride which is then treated with a weak base to give the sulphide.
GB13570/56A 1956-05-02 1956-05-02 Improvements in or relating to sulphide derivatives Expired GB810389A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB13570/56A GB810389A (en) 1956-05-02 1956-05-02 Improvements in or relating to sulphide derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB13570/56A GB810389A (en) 1956-05-02 1956-05-02 Improvements in or relating to sulphide derivatives

Publications (1)

Publication Number Publication Date
GB810389A true GB810389A (en) 1959-03-18

Family

ID=10025350

Family Applications (1)

Application Number Title Priority Date Filing Date
GB13570/56A Expired GB810389A (en) 1956-05-02 1956-05-02 Improvements in or relating to sulphide derivatives

Country Status (1)

Country Link
GB (1) GB810389A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3723493A (en) * 1967-03-24 1973-03-27 Gulf Research Development Co S-acyl derivatives of 3-mercapto-2-chloroproopyl n,n-dialkylthiolcarbamates

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3723493A (en) * 1967-03-24 1973-03-27 Gulf Research Development Co S-acyl derivatives of 3-mercapto-2-chloroproopyl n,n-dialkylthiolcarbamates

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