GB807849A - Improvements in or relating to the production of cystine - Google Patents

Improvements in or relating to the production of cystine

Info

Publication number
GB807849A
GB807849A GB36138/56A GB3613856A GB807849A GB 807849 A GB807849 A GB 807849A GB 36138/56 A GB36138/56 A GB 36138/56A GB 3613856 A GB3613856 A GB 3613856A GB 807849 A GB807849 A GB 807849A
Authority
GB
United Kingdom
Prior art keywords
cystine
aqueous
per cent
acetic acid
product
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
GB36138/56A
Inventor
Maurice Joullie
Michel Laurre
Gabriel Maillard
Pierre Muller
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.)
Recherches et Propagande Scientifiques
Original Assignee
Recherches et Propagande Scientifiques
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 Recherches et Propagande Scientifiques filed Critical Recherches et Propagande Scientifiques
Publication of GB807849A publication Critical patent/GB807849A/en
Expired legal-status Critical Current

Links

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
    • C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
    • C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton

Landscapes

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

Abstract

Cystine is prepared by subjecting a symmetrical compound of the general formula <FORM:0807849/IV (b)/1> wherein R1 is an alkyl group containing not more than 4 carbon atoms and R2 is an unsubstituted amino, a carboxylic acylamido or a carboxylic acylimido group to decarboxylating hydrolysis by heating in an aqueous acidic medium. The disulphides used as starting materials may be prepared by the method described in Specification 807,850 and may be used in the present process without being isolated from associated partial hydrolysis products which also serve as a source of cystine. The aqueous acidic medium preferably comprises a 5-30 per cent aqueous solution of a strong acid which solution is generally used at its boiling-point. The reaction may be accelerated by the addition of a smaller proportion of acetic acid or dioxane to the strong acid solution. In examples: (1) the crude white bis-(a -acetamido - a ,a - dicarbethoxyethyl) - disulphide obtained in Example 1 of Specification 807,850 after removal of benzene solvent is heated under reflux with 25 per cent aqueous HCl; the mixture is then rendered neutral, cooled, the resulting precipitate is dissolved in aqueous NH3 and then acetic acid is added whereby is obtained a mixture of dl-cystine and meso-cystine which can be separated; the corresponding formamido, phthalimido or unsubstituted amino disulphides may be treated similarly; (2) the crude formido product obtained in Example 3 (b) of the above-mentioned Specification, after removal of the ethanol solvent is heated under reflux with 25 per cent aq. HCl containing some acetic acid and the product is worked up substantially as in (1) to isolate the resulting cystine product.
GB36138/56A 1955-11-30 1956-11-26 Improvements in or relating to the production of cystine Expired GB807849A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR807849X 1955-11-30

Publications (1)

Publication Number Publication Date
GB807849A true GB807849A (en) 1959-01-21

Family

ID=9252638

Family Applications (1)

Application Number Title Priority Date Filing Date
GB36138/56A Expired GB807849A (en) 1955-11-30 1956-11-26 Improvements in or relating to the production of cystine

Country Status (1)

Country Link
GB (1) GB807849A (en)

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