GB661185A - Improvements in or relating to the production of alkoxyalkyl esters of iodobenzoic acids - Google Patents

Improvements in or relating to the production of alkoxyalkyl esters of iodobenzoic acids

Info

Publication number
GB661185A
GB661185A GB30275/48A GB3027548A GB661185A GB 661185 A GB661185 A GB 661185A GB 30275/48 A GB30275/48 A GB 30275/48A GB 3027548 A GB3027548 A GB 3027548A GB 661185 A GB661185 A GB 661185A
Authority
GB
United Kingdom
Prior art keywords
ethoxyethyl
acid
iodo
iodobenzoates
methoxyethyl
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
GB30275/48A
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.)
STWB Inc
Original Assignee
Sterling Drug Inc
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 Sterling Drug Inc filed Critical Sterling Drug Inc
Publication of GB661185A publication Critical patent/GB661185A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/78Benzoic acid esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/73Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
    • C07C69/734Ethers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/92Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups

Abstract

Alkoxyalkyl iodobenzoates of the formula <FORM:0661185/IV (b)/1> where Y is alkylene, R is alkyl and the total number of carbon atoms in the molecule is 10-18, or of the formula <FORM:0661185/IV (b)/2> where Y is alkylene, R and R1 are alkyl and the total number of carbon atoms in the molecule is 11-16, are prepared from (1) the iodobenzoic acid or iodoalkoxybenzoic acid and an alkoxyalkanol in the presence of an acid catalyst; (2) as in (1) using a reactive derivative of the acid, e.g. chloride or anhydride, in which case no catalyst is necessary; (3) a metallic (e.g. alkali metal) salt of the iodobenzoic or iodo-alkoxy-benzoic acid and an alkoxyalkyl halide. Preferably Y has 2-3 carbon atoms, R has 1-6 and R1 has 1-2. In the examples, the following compounds are prepared: 2-ethoxyethyl o-iodobenzoate; 2-methoxyethyl and 2-ethoxyethyl m-iodobenzoates; 2-methoxyethyl, 2-ethoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 2-butoxyethyl and 2 - (21 - ethyl - butoxy) - ethyl p - iodobenzoates; 2-ethoxyethyl, 2-butoxyethyl and 5-methoxypropyl 3-iodo-4-methoxy-benzoates, 2-methoxyethyl, 2-ethoxyethyl and 3-ethoxypropyl 3 - iodo - 4 - ethoxy - benzoates; 2-ethoxyethyl 2 - iodo - 5 - methoxy - benzoate. Mixtures of two of these esters form eutectic mixtures with low melting points.
GB30275/48A 1947-11-24 1948-11-22 Improvements in or relating to the production of alkoxyalkyl esters of iodobenzoic acids Expired GB661185A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US661185XA 1947-11-24 1947-11-24

Publications (1)

Publication Number Publication Date
GB661185A true GB661185A (en) 1951-11-21

Family

ID=22067355

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30275/48A Expired GB661185A (en) 1947-11-24 1948-11-22 Improvements in or relating to the production of alkoxyalkyl esters of iodobenzoic acids

Country Status (1)

Country Link
GB (1) GB661185A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7745424B2 (en) 2001-10-31 2010-06-29 The Univeristy Court of the University of Aberdeen Alkane diol derivatives as therapeutic agents for the treatment of bone conditions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7745424B2 (en) 2001-10-31 2010-06-29 The Univeristy Court of the University of Aberdeen Alkane diol derivatives as therapeutic agents for the treatment of bone conditions

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