CH385823A - Verfahren zur Herstellung des Calciumsalzes der a-Oxy-y-methylthio-buttersäure - Google Patents

Verfahren zur Herstellung des Calciumsalzes der a-Oxy-y-methylthio-buttersäure

Info

Publication number: CH385823A
Authority: CH; Switzerland
Prior art keywords: oxy; methylthio; butyric acid; calcium salt; calcium
Prior art date: 1959-09-01

Application number

CH7763059A

Other languages

German (de)

English (en)

Inventor

Claus Dr Berther

Original Assignee

Inventa Ag

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.)

1959-09-01

Filing date

1959-09-01

Publication date

1964-12-31

1959-09-01 Application filed by Inventa Ag filed Critical Inventa Ag

1959-09-01 Priority to CH7763059A priority Critical patent/CH385823A/de

1960-08-12 Priority to BE594035A priority patent/BE594035A/fr

1960-08-31 Priority to ES0260733A priority patent/ES260733A1/es

1960-09-01 Priority to GB3020160A priority patent/GB915193A/en

1964-12-31 Publication of CH385823A publication Critical patent/CH385823A/de

Links

159000000007 calcium salts Chemical class 0.000 title claims description 20
238000000034 method Methods 0.000 title claims description 18
238000002360 preparation method Methods 0.000 title description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 23
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
229910000019 calcium carbonate Inorganic materials 0.000 claims description 10
ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 claims description 8
239000002244 precipitate Substances 0.000 claims description 8
239000002253 acid Substances 0.000 claims description 7
238000009835 boiling Methods 0.000 claims description 7
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 7
239000000920 calcium hydroxide Substances 0.000 claims description 7
229910001861 calcium hydroxide Inorganic materials 0.000 claims description 7
239000000284 extract Substances 0.000 claims description 3
238000001914 filtration Methods 0.000 claims description 3
239000003929 acidic solution Substances 0.000 claims description 2
239000007864 aqueous solution Substances 0.000 claims description 2
XGRDIVPGJTYKHN-UHFFFAOYSA-N 2-propan-2-yloxypropane;hydrate Chemical compound O.CC(C)OC(C)C XGRDIVPGJTYKHN-UHFFFAOYSA-N 0.000 claims 1
230000001419 dependent effect Effects 0.000 claims 1
239000000203 mixture Substances 0.000 claims 1
238000003756 stirring Methods 0.000 claims 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 20
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 11
238000000605 extraction Methods 0.000 description 10
239000011575 calcium Substances 0.000 description 9
150000003839 salts Chemical class 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 8
238000007127 saponification reaction Methods 0.000 description 8
235000011132 calcium sulphate Nutrition 0.000 description 5
239000000243 solution Substances 0.000 description 5
HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
238000001704 evaporation Methods 0.000 description 4
239000012452 mother liquor Substances 0.000 description 4
CQSQMXIROIYTLO-UHFFFAOYSA-N 2-methylpropanethial Chemical compound CC(C)C=S CQSQMXIROIYTLO-UHFFFAOYSA-N 0.000 description 3
239000001175 calcium sulphate Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
150000002170 ethers Chemical class 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
229930182817 methionine Natural products 0.000 description 3
238000001556 precipitation Methods 0.000 description 3
239000000047 product Substances 0.000 description 3
238000010992 reflux Methods 0.000 description 3
238000003786 synthesis reaction Methods 0.000 description 3
FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000001569 carbon dioxide Substances 0.000 description 2
229910002092 carbon dioxide Inorganic materials 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
238000004821 distillation Methods 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
239000012535 impurity Substances 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
238000010626 work up procedure Methods 0.000 description 2
DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
ONFOSYPQQXJWGS-UHFFFAOYSA-N 2-hydroxy-4-(methylthio)butanoic acid Chemical compound CSCCC(O)C(O)=O ONFOSYPQQXJWGS-UHFFFAOYSA-N 0.000 description 1
-1 B. isopropyl ether Chemical compound 0.000 description 1
108010082495 Dietary Plant Proteins Proteins 0.000 description 1
QQQCWVDPMPFUGF-ZDUSSCGKSA-N alpinetin Chemical compound C1([C@H]2OC=3C=C(O)C=C(C=3C(=O)C2)OC)=CC=CC=C1 QQQCWVDPMPFUGF-ZDUSSCGKSA-N 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
235000019728 animal nutrition Nutrition 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
229940043430 calcium compound Drugs 0.000 description 1
150000001674 calcium compounds Chemical class 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000037213 diet Effects 0.000 description 1
238000007865 diluting Methods 0.000 description 1
235000013305 food Nutrition 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
238000009413 insulation Methods 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
239000011707 mineral Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
244000144977 poultry Species 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000000384 rearing effect Effects 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
238000010517 secondary reaction Methods 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
239000002002 slurry Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups

Landscapes

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

CH7763059A 1959-09-01 1959-09-01 Verfahren zur Herstellung des Calciumsalzes der a-Oxy-y-methylthio-buttersäure CH385823A (de)

Priority Applications (4)

Application Number	Priority Date	Filing Date	Title
CH7763059A CH385823A (de)	1959-09-01	1959-09-01	Verfahren zur Herstellung des Calciumsalzes der a-Oxy-y-methylthio-buttersäure
BE594035A BE594035A (fr)	1959-09-01	1960-08-12	Procédé d'isolation du sel de calcium de l'acide alpha-oxy-gamma-méthylthiobutyrique.
ES0260733A ES260733A1 (es)	1959-09-01	1960-08-31	Procedimiento para el aislamiento de la sal calcica del acido alfa-oxi-gamma-metiltiobutirico
GB3020160A GB915193A (en)	1959-09-01	1960-09-01	Process for the manufacture of the calcium and ammonium salts of alpha-hydroxy-gamma-methylthiobutyric acid

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH7763059A CH385823A (de)	1959-09-01	1959-09-01	Verfahren zur Herstellung des Calciumsalzes der a-Oxy-y-methylthio-buttersäure

Publications (1)

Publication Number	Publication Date
CH385823A true CH385823A (de)	1964-12-31

Family

ID=4535854

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH7763059A CH385823A (de)	1959-09-01	1959-09-01	Verfahren zur Herstellung des Calciumsalzes der a-Oxy-y-methylthio-buttersäure

Country Status (4)

Country	Link
BE (1)	BE594035A (fr)
CH (1)	CH385823A (fr)
ES (1)	ES260733A1 (fr)
GB (1)	GB915193A (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3272860A (en) *	1964-04-02	1966-09-13	Monsanto Co	Preparation of methionine analogues
US4335257A (en) *	1980-09-05	1982-06-15	E. I. Du Pont De Nemours And Company	Preparation of the calcium salt of alpha-hydroxy-gamma-methylmercaptobutyric acid
US4524077A (en) *	1983-11-14	1985-06-18	Monsanto Company	Liquid 2-hydroxy-4-methylthiobutyric acid and process for the preparation thereof
ES2005784A6 (es) *	1988-02-22	1989-03-16	Desarrollo Tecnico Ind S A Soc	Un procedimiento para preparar soluciones acuosas de acido 2-hidroxi-4-metil-tiobutirico.
WO1996001809A1 (fr)	1994-07-11	1996-01-25	Degussa Aktiengesellschaft	Procede d'obtention d'acide 2-hydroxy-4-methylthiobutyrique (mha), mha obtenu et son utilisation
DE4428608C1 (de) *	1994-08-12	1996-02-29	Degussa	Verfahren zur Gewinnung von 2-Hydroxy-4-methylthiobuttersäure (MHA)
JPH11508876A (ja)	1995-06-07	1999-08-03	ノーバスインターナショナルインコーポレイテッド	２−ヒドロキシ−４−メチルチオブタン酸又はその塩を製造するための連続加水分解法
US5856567A (en)	1995-06-07	1999-01-05	Novus International, Inc.	Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanioc acid or salts thereof
FR2780968B1 (fr)	1998-07-10	2000-08-18	Rhone Poulenc Nutrition Animal	Procede de preparation de l'acide hydroxymethylthiobutyrique

1959
- 1959-09-01 CH CH7763059A patent/CH385823A/de unknown
1960
- 1960-08-12 BE BE594035A patent/BE594035A/fr unknown
- 1960-08-31 ES ES0260733A patent/ES260733A1/es not_active Expired
- 1960-09-01 GB GB3020160A patent/GB915193A/en not_active Expired

Also Published As

Publication number	Publication date
ES260733A1 (es)	1961-01-16
GB915193A (en)	1963-01-09
BE594035A (fr)	1960-12-01

Publication	Publication Date	Title
CH385823A (de)	1964-12-31	Verfahren zur Herstellung des Calciumsalzes der a-Oxy-y-methylthio-buttersäure
CH420120A (de)	1966-09-15	Verfahren zur Herstellung von Metallsalzen der a-Hydroxy-y-methylmercaptobuttersäure
AT221492B (de)	1962-05-25	Verfahren zur Gewinnung des Kalziumsalzes der α-Oxy-γ-methylthiobuttersäure
DE3535889C1 (de)	1986-12-04	Verfahren zur Herstellung von Z-2-Methyl-2-butensaeure
DE1133366B (de)	1962-07-19	Verfahren zur Gewinnung des Calciumsalzes der ª‡-Oxy-ª†-methylthiobuttersaeure
DE581819C (de)	1933-08-03	Verfahren zur Gewinnung von Betain oder salzsaurem Betain
DE879093C (de)	1953-04-23	Verfahren zur Herstellung von Pentaerythrit
DE2143720C3 (de)	1981-09-10	Verfahren zur Herstellung von reinem DL-Tryptophan
AT229876B (de)	1963-10-25	Verfahren zur Herstellung von sehr reinem Melamin
AT219019B (de)	1962-01-10	Verfahren zur Herstellung von Methionin
DE110010C (fr)
AT252896B (de)	1967-03-10	Verfahren zur Herstellung von optisch aktivem Lysin
EP0664285A1 (fr)	1995-07-26	Procédé pour la préparation du amino-1-méthyl-3(4)-cyanocyclohexane
DE481733C (de)	1929-08-29	Verfahren zur Darstellung von C, C-disubstituierten Derivaten der Barbitursaeure
DE402785C (de)	1924-09-19	Verfahren zur Reinigung von Milchsaeure
AT200154B (de)	1958-10-25	Verfahren zur Herstellung von Citrullin
DE1048567B (fr)	1959-01-15
DE2841913A1 (de)	1979-04-19	Verfahren zur herstellung von 2,2,4- trimethyl-3-hydroxypentyl-isobutyrat
DE2702108A1 (de)	1978-05-24	Verfahren zur abtrennung von serotonin aus kaffeewachs
DE939811C (de)	1956-03-01	Verfahren zur Herstellung von ªÏ-Caprolactam und seinen Derivaten
DE276489C (fr)
DE483454C (de)	1929-10-09	Verfahren zur Darstellung konzentrierter Essigsaeure und anderer niederer Glieder der Fettsaeurereihe
DE536994C (de)	1931-10-29	Verfahren zur Gewinnung von Fleischmilchsaeure
DE891259C (de)	1953-09-28	Verfahren zur Hydrolyse von Hydantoinen
CH390934A (de)	1965-04-30	Verfahren zur Herstellung von L-Lysin oder Salzen desselben