GB801037A - A process for the preparation of sulphonyl chlorides - Google Patents

A process for the preparation of sulphonyl chlorides

Info

Publication number
GB801037A
GB801037A GB3669/57A GB366957A GB801037A GB 801037 A GB801037 A GB 801037A GB 3669/57 A GB3669/57 A GB 3669/57A GB 366957 A GB366957 A GB 366957A GB 801037 A GB801037 A GB 801037A
Authority
GB
United Kingdom
Prior art keywords
sodium chlorate
chlorate
acid
hydrochloric acid
water
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
GB3669/57A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB801037A publication Critical patent/GB801037A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C07D285/135—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B45/00—Formation or introduction of functional groups containing sulfur
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/16—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by oxidation of thiols, sulfides, hydropolysulfides, or polysulfides with formation of sulfo or halosulfonyl groups

Landscapes

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

Abstract

Organic sulphonylchlorides are prepared from aliphatic, aromatic or heterocyclic thiolic compounds or their corresponding disulphides, or from isothiouronium salts of the formula: <FORM:0801037/IV (b)/1> where R is alkyl or aralkyl, by the concomitant action of hydrochloric acid and chloric acid or at least one of its salts. The process is preferably carried out by dissolving or suspending the sulphur compound in 15-40 per cent hydrochloric acid, with or without the presence of a water miscible solvent which is inert to chlorine under the conditions of the reaction, e.g. acetic acid, at between -5 DEG C. and +30 DEG C. The aqueous, preferably alkaline solution of chloric acid or of a metal chlorate or solid finely-divided alkali metal chlorate may then be introduced in stoichiometric proportion or in excess with respect to the oxidation reaction. The reaction product may be separated by filtration, decantation or extraction with solvents before or after diluting with water. The solvents used should be those which are substantially insoluble in water and inert to chlorine and acid. If desired, concentrated hydrochloric acid may be added to a solution or suspension of the sulphur compound to be oxidized in a saturated aqueous solution of an alkali metal chlorate. Examples are given of the preparation of benzene sulphonyl chloride from (1) thiophenol and sodium chlorate; (2) diphenyldisulphide and sodium chlorate; benzylsulphonylchloride from dibenzyldisulphide and sodium chlorate; 2-acetylamino-3,4-thiodiazole-5-sulphonylchloride from 2-acetylamino-5-mercapto-3,4-thiodiazole and sodium chlorate or a mixture of potassium and sodium chlorate; n-butylsulphonylchloride from n-butyl isothiouronium bromohydrate and sodium chlorate.
GB3669/57A 1956-02-03 1957-02-01 A process for the preparation of sulphonyl chlorides Expired GB801037A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT801037X 1956-02-03

Publications (1)

Publication Number Publication Date
GB801037A true GB801037A (en) 1958-09-03

Family

ID=11316875

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3669/57A Expired GB801037A (en) 1956-02-03 1957-02-01 A process for the preparation of sulphonyl chlorides

Country Status (1)

Country Link
GB (1) GB801037A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1811768A1 (en) * 1967-12-07 1969-09-04 Pennsalt Chemicals Corp Process for the preparation of alkyl sulfonyl chlorides
US3993692A (en) * 1966-01-03 1976-11-23 Stauffer Chemical Company Methane sulfonyl chloride and process of preparation
US4005138A (en) * 1973-09-11 1977-01-25 Ciba-Geigy Corporation Process for the manufacture of sulphonic acid fluorides

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3993692A (en) * 1966-01-03 1976-11-23 Stauffer Chemical Company Methane sulfonyl chloride and process of preparation
DE1811768A1 (en) * 1967-12-07 1969-09-04 Pennsalt Chemicals Corp Process for the preparation of alkyl sulfonyl chlorides
US4005138A (en) * 1973-09-11 1977-01-25 Ciba-Geigy Corporation Process for the manufacture of sulphonic acid fluorides

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