GB722024A - Production of alpha-hydroxy-gamma-mercapto-carboxylic acids and salts thereof and compositions containing the same - Google Patents

Production of alpha-hydroxy-gamma-mercapto-carboxylic acids and salts thereof and compositions containing the same

Info

Publication number
GB722024A
GB722024A GB24845/51A GB2484551A GB722024A GB 722024 A GB722024 A GB 722024A GB 24845/51 A GB24845/51 A GB 24845/51A GB 2484551 A GB2484551 A GB 2484551A GB 722024 A GB722024 A GB 722024A
Authority
GB
United Kingdom
Prior art keywords
acid
ammonium
salts
calcium
mercapto
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
GB24845/51A
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.)
Monsanto Chemicals Ltd
Monsanto Chemical Co
Original Assignee
Monsanto Chemicals Ltd
Monsanto Chemical Co
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 Monsanto Chemicals Ltd, Monsanto Chemical Co filed Critical Monsanto Chemicals Ltd
Publication of GB722024A publication Critical patent/GB722024A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/105Aliphatic or alicyclic compounds

Abstract

a - Hydroxy - g - alkylmercapto - butyric acids are made by heating an amide of formula <FORM:0722024/IV (b)/1> where R is H or Me and R1 is H or an alkyl group of 1-12 carbon atoms, in a solution containing 5 to 40 per cent by weight of mineral acid to a temperature at above 60 DEG C. and preferably from 80 DEG C. to the boiling-point of the solution. Their ammonium salts may be formed by the addition of an alkaline earth metal hydroxide or carbonate, e.g. calcium hydroxide, to the reaction mixture to liberate ammonia from the ammonium salt of the mineral acid, e.g. ammonium sulphate, formed in the reaction, the ammonia then combining with the mercapto acid. Excess alkaline earth metal hydroxide yields the alkaline earth metal salt or a mixture of this salt with the ammonium salt. The acids (excluding the methyl mercapto butyric acid) and their ammonium, calcium, strontium, barium and magnesium salts are claimed as new compounds and the latter salts of the methyl-mercapto-acid are used in poultry or animal feeds (see Group I). Hydrolysis may be effected in the presence of inert organic diluents, e.g. carbon tetrachloride. Aqueous hydrolysis is preferred. In examples: (1) and (2) a -hydroxy-g -methyl-mercapto-butyramide is hydrolysed with sulphuric acid to the free mercapto acid and converted to mixtures of its calcium and ammonium salts by treatment with calcium carbonate or hydride, and in (2) the zinc salt of the acid is also prepared for identification purposes. The a - hydroxy - g - alkylmercapto - butyramides are made by the hydrolysis of the corresponding nitriles, c.f. Specification 722,087.ALSO:Poultry or animal feeds deficient in methionine promote the growth of poultry and four-legged non-ruminants e.g. swine, cats and dogs, when fortified with an ammonium, calcium, barium, strontium or magnesium salt of a -hydroxy-g -methylmercaptobutyric acid or mixtures thereof. Amounts of about 0.1-0.5 per cent. by weight of the feed are specified for poultry. Mixtures of the ammonium and calcium salts are preferred and example (3) illustrates the rapid growth of chicks fed on a basal diet containing protein, carbohydrates, vitamins and minerals and 0.2 per cent. of a mixture of about 3 parts of the calcium to one part of the ammonium salt. For the preparation of the salts (see Group IV (b)).
GB24845/51A 1950-10-31 1951-10-24 Production of alpha-hydroxy-gamma-mercapto-carboxylic acids and salts thereof and compositions containing the same Expired GB722024A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US722024XA 1950-10-31 1950-10-31

Publications (1)

Publication Number Publication Date
GB722024A true GB722024A (en) 1955-01-19

Family

ID=22106195

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24845/51A Expired GB722024A (en) 1950-10-31 1951-10-24 Production of alpha-hydroxy-gamma-mercapto-carboxylic acids and salts thereof and compositions containing the same

Country Status (1)

Country Link
GB (1) GB722024A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0142488A2 (en) * 1983-11-14 1985-05-22 Monsanto Company Liquid 2-hydroxy-methylthiobutyric acid and process for the preparation thereof
US4912257A (en) * 1988-02-22 1990-03-27 Sociedad De Desarrollo Tecnico Industrial Process for preparation of aqueous solutions of 2-hydroxy-4-methylthio butyric acid

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0142488A2 (en) * 1983-11-14 1985-05-22 Monsanto Company Liquid 2-hydroxy-methylthiobutyric acid and process for the preparation thereof
GB2149791A (en) * 1983-11-14 1985-06-19 Monsanto Co Liquid 2-hydroxy-methylthiobutyric acid and process for the preparation thereof
EP0142488A3 (en) * 1983-11-14 1985-06-26 Monsanto Company Liquid 2-hydroxy-methylthiobutyric acid and process for the preparation thereof
US4912257A (en) * 1988-02-22 1990-03-27 Sociedad De Desarrollo Tecnico Industrial Process for preparation of aqueous solutions of 2-hydroxy-4-methylthio butyric acid

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