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GB491349A - Benzyl-oxyalkyl aromatic sulphonates, and method of preparation - Google Patents

Benzyl-oxyalkyl aromatic sulphonates, and method of preparation

Info

Publication number
GB491349A
GB491349A GB20601/37A GB2060137A GB491349A GB 491349 A GB491349 A GB 491349A GB 20601/37 A GB20601/37 A GB 20601/37A GB 2060137 A GB2060137 A GB 2060137A GB 491349 A GB491349 A GB 491349A
Authority
GB
United Kingdom
Prior art keywords
ether
product
chloride
yield
benzyloxyethyl
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
GB20601/37A
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.)
Mellon Institute of Industrial Research
Original Assignee
Mellon Institute of Industrial Research
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 Mellon Institute of Industrial Research filed Critical Mellon Institute of Industrial Research
Publication of GB491349A publication Critical patent/GB491349A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/26Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
    • C07C303/28Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof

Landscapes

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

Abstract

Benzyloxyalkyl esters of aromatic sulphonic acids are prepared by treating a glycol monobenzyl ether with an aromatic sulphonyl chloride in the presence of a basic condensing agent, such as pyridine. Examples are given of the manufacture of esters from (1) ethylene glycol monobenzyl ether and benzenesulphonyl chloride; or (example 2) p-toluenesulphonyl chloride; (3) trimethyleneglycol monobenzyl ether and p-toluenesulphonyl chloride; and (4) propylene glycol 1-monobenzyl ether and p-toluenesulphonyl chloride. The benzyloxyalkyl sulphonates may be used to convert hydroxy or amino compounds into O- or N-benzyloxyalkyl derivatives, and these derivatives may be converted, by acid hydrolysis, into hydroxyalkyl derivatives. In examples of these processes, (5) phenol and the product of example 2 yield phenyl benzyloxyethyl ether; (6) p-aminophenol and the product of example 2 yield p-di(benzyloxyethyl)aminophenyl benzyloxyethyl ether; the sulphate of this product is mentioned; the hydrochloride of the product, by hydrolysis with dilute hydrochloric acid, yields phenylmorpholine p-hydroxyethyl ether, from which an acetate is obtainable by reaction with acetyl chloride; (7) 8-hydroxyquinoline and the product of example 2 yield the benzyloxyethyl ether of 8-hydroxyquinoline; (8) the product of example 7 is hydrolysed with dilute hydrochloric acid to yield the hydroxyethyl ether of 8-hydroxyquinoline. Specification 491,351 is referred to.
GB20601/37A 1937-04-26 1937-07-26 Benzyl-oxyalkyl aromatic sulphonates, and method of preparation Expired GB491349A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US491349XA 1937-04-26 1937-04-26

Publications (1)

Publication Number Publication Date
GB491349A true GB491349A (en) 1938-08-31

Family

ID=21958219

Family Applications (1)

Application Number Title Priority Date Filing Date
GB20601/37A Expired GB491349A (en) 1937-04-26 1937-07-26 Benzyl-oxyalkyl aromatic sulphonates, and method of preparation

Country Status (1)

Country Link
GB (1) GB491349A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106588705A (en) * 2016-12-11 2017-04-26 新沂市中诺新材料科技有限公司 Technology for synthesizing glycol dibenzenesulfonate from nano-solid alkali catalyst
CN106588717A (en) * 2016-12-13 2017-04-26 新沂市中诺新材料科技有限公司 Technique for compounding glycol dibenzenesulfonate by nanometer solid alkali catalyst

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106588705A (en) * 2016-12-11 2017-04-26 新沂市中诺新材料科技有限公司 Technology for synthesizing glycol dibenzenesulfonate from nano-solid alkali catalyst
CN106588705B (en) * 2016-12-11 2018-02-27 盐城市胜达化工有限公司 A kind of technique by nano solid base catalyst synthesizing glycol DAADBSA ester
CN106588717A (en) * 2016-12-13 2017-04-26 新沂市中诺新材料科技有限公司 Technique for compounding glycol dibenzenesulfonate by nanometer solid alkali catalyst

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