GB943536A - Process for the production of methacrylic acid derivatives - Google Patents

Process for the production of methacrylic acid derivatives

Info

Publication number
GB943536A
GB943536A GB4174459A GB4174459A GB943536A GB 943536 A GB943536 A GB 943536A GB 4174459 A GB4174459 A GB 4174459A GB 4174459 A GB4174459 A GB 4174459A GB 943536 A GB943536 A GB 943536A
Authority
GB
United Kingdom
Prior art keywords
sulphuric acid
mixture
acetone cyanohydrin
concentrated sulphuric
acid
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
GB4174459A
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 GB943536A publication Critical patent/GB943536A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/08—Preparation of carboxylic acids or their salts, halides or anhydrides from nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/09—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an acyclic unsaturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/18—Preparation of carboxylic acid esters by conversion of a group containing nitrogen into an ester group
    • C07C67/20—Preparation of carboxylic acid esters by conversion of a group containing nitrogen into an ester group from amides or lactams

Abstract

Methacrylic acid amide sulphate is obtained by reacting acetone cyanohydrin with sulphuric acid using equimolecular quantities of acetone cyanohydrin and concentrated sulphuric acid (as defined below) or an excess of concentrated sulphuric acid while heating the reaction mixture to a temperature of from 80 to 140 DEG C., quickly cooling the reaction mixture to below 60 DEG C., immediately adding a further quantity of acetone cyanohydrin and/or concentrated sulphuric acid to the mixture at below 60 DEG C. such that the overall molecular ratio of acetone cyanohydrin to sulphuric acid in the final mixture is from 1:1 to 1:1.5 followed by the further heating of the resulting mixture to from 80 to 140 DEG C. and finally cooling the mixture. The concentrated sulphuric acid used is defined as 100% sulphuric acid. The acetone cyanohydrin and/or the concentrated sulphuric acid can be added to the quenched or chilled mixture either separately or in the form of a prepared liquid mixture and this mixture can be added all at once or in two or more portions. The process can be carried out continuously, e.g. by adding the acetone cyanohydrin and/or the sulphuric acid continuously to a mixture of acetone cyanohydrin and excess sulphuric acid which has been heated to from 80 to 140 DEG C., preferably 100 DEG to 110 DEG C., and then quickly cooled to below 60 DEG C. The continuous process can be carried out on the principle of a heating pump, if necessary with the assistance of a delivery pump and suitable apparatus is illustrated in a drawing (not shown) The product may be reacted with an alcohol, ammonia, or water to obtain a methacrylate, methoacrylic acid amide or free methacrylic acid respectively.
GB4174459A 1958-12-09 1959-12-08 Process for the production of methacrylic acid derivatives Expired GB943536A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DED29552A DE1163800B (en) 1958-12-09 1958-12-09 Process for the production of methacrylic acid amide sulfate by reacting acetone cyanohydrin with sulfuric acid

Publications (1)

Publication Number Publication Date
GB943536A true GB943536A (en) 1963-12-04

Family

ID=7040129

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4174459A Expired GB943536A (en) 1958-12-09 1959-12-08 Process for the production of methacrylic acid derivatives

Country Status (5)

Country Link
CH (1) CH422760A (en)
DE (1) DE1163800B (en)
FR (1) FR1242505A (en)
GB (1) GB943536A (en)
NL (1) NL122966C (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1275636A1 (en) * 2001-07-13 2003-01-15 Atofina Process for preparing methacrylamide sulfate and device to carry out the process
EP1666451A1 (en) * 2004-11-24 2006-06-07 Rohm and Haas Company Improved process for chemical reactions involving cyanohydrins
CN111635332A (en) * 2020-06-22 2020-09-08 重庆奕翔化工有限公司 Production process of amidation reaction

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1166183B (en) * 1961-01-30 1964-03-26 Degussa Process for the production of methacrylic acid and ammonium bisulfate

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE648237C (en) * 1932-08-12 1937-07-26 Ici Ltd Process for the production of methyl methacrylate
DE649165C (en) * 1933-11-18 1937-08-17 Ici Ltd Process for the preparation of esters of methacrylic acid with monohydric alcohols
US2101821A (en) * 1934-11-07 1937-12-07 Ici Ltd Manufacture of unsaturated or ganic compounds
DE765734C (en) * 1941-12-04 1952-12-22 Roehm & Haas G M B H Process for the preparation of methacrylic acid compounds
CH279909A (en) * 1948-11-06 1951-12-31 Lonza Ag Process for the production of methacrylic acid methyl ester.
DE822243C (en) * 1948-11-06 1951-11-22 Lonza Elek Zitaetswerke Und Ch Process for the production of methacrylic acid esters
DE883600C (en) * 1951-06-19 1953-07-20 Chemische Werke Huels Ges Mit Process for the production of acrylic acid esters from acrylonitrile
FR1130273A (en) * 1955-07-22 1957-02-04 Electro Chimie Soc D Process for the recovery of residues from the manufacture of acrylic acids or esters

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1275636A1 (en) * 2001-07-13 2003-01-15 Atofina Process for preparing methacrylamide sulfate and device to carry out the process
FR2827279A1 (en) * 2001-07-13 2003-01-17 Atofina PROCESS FOR THE PREPARATION OF METHACRYLAMIDE SULFURIC AND DEVICE FOR ITS IMPLEMENTATION
US6750368B2 (en) * 2001-07-13 2004-06-15 Atofina Process for preparing sulphuric methacrylamide and device for implementing it
EP1666451A1 (en) * 2004-11-24 2006-06-07 Rohm and Haas Company Improved process for chemical reactions involving cyanohydrins
US7582790B2 (en) 2004-11-24 2009-09-01 Rohm And Haas Company Process for chemical reactions involving cyanohydrins
US7763746B2 (en) 2004-11-24 2010-07-27 Rohm And Haas Company Process for chemical reactions involving cyanohydrins
CN111635332A (en) * 2020-06-22 2020-09-08 重庆奕翔化工有限公司 Production process of amidation reaction

Also Published As

Publication number Publication date
CH422760A (en) 1966-10-31
NL246044A (en) 1967-04-17
NL122966C (en) 1967-08-18
FR1242505A (en) 1960-09-30
DE1163800B (en) 1964-02-27

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