GB952636A - Production of 6.8-dithiooctanamides - Google Patents

Production of 6.8-dithiooctanamides

Info

Publication number
GB952636A
GB952636A GB3501960A GB3501960A GB952636A GB 952636 A GB952636 A GB 952636A GB 3501960 A GB3501960 A GB 3501960A GB 3501960 A GB3501960 A GB 3501960A GB 952636 A GB952636 A GB 952636A
Authority
GB
United Kingdom
Prior art keywords
dithio
formula
octanoyl
produce
hydrogen
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
GB3501960A
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.)
Fujisawa Pharmaceutical Co Ltd
Original Assignee
Fujisawa Pharmaceutical Co Ltd
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 Fujisawa Pharmaceutical Co Ltd filed Critical Fujisawa Pharmaceutical Co Ltd
Publication of GB952636A publication Critical patent/GB952636A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/02—Five-membered rings
    • C07D339/04—Five-membered rings having the hetero atoms in positions 1 and 2, e.g. lipoic acid

Landscapes

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

Abstract

The invention comprises (1) compounds of the formula: <FORM:0952636/C2/1> (wherein R and R1 are hydrogen atoms, alkyl radicals of 3 to 5 carbon atoms or aryl radicals, or -NRR1 is the residue of isonicotinic acid hydrazide, or an a -amino-acid or a C1-5-te alkyl ether thereof, with the proviso that when one of R and R1 is hydrogen the other cannot be hydrogen or aryl); and (2) the preparation of compounds of the above general formula wherein R and R1 have the above defined values without the limitation of the proviso and without a lower limit on the number of carbon atoms in the alkyl radicals, by reacting a compound of the formula: <FORM:0952636/C2/2> (wherein X and X1 are halogen atoms) either with sodium disulphide to produce the desired product or with an alkali metal thiosulphate to produce a compound of the formula: <FORM:0952636/C2/3> (wherein M is the alkali metal) and then heating this to produce the desired product, and, if desired, treating the reaction mixture with a caustic alkali to convert undesired by-products to the desired final product. In this process a-amino acid alkyl ester residues are hydrolysed to g -amino acid residues. Examples describe the preparation of 6, 8-dithio-octanamide; N-diisopropyl 6, 8-dithio-octanamide; N-(6, 8-dithio-octanoyl) -L- glutamic acid; N-(6, 8-dithio-octanoyl)-DL-methionine; 6, 8-dithio-octanilide; and 1-isonicotinoyl -2- (6, 8-dithio-octanoyl) - hydrazine hydrochloride. Specification 952,637 is referred to.
GB3501960A 1959-10-13 1960-10-12 Production of 6.8-dithiooctanamides Expired GB952636A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP3246759 1959-10-13
JP3246859 1959-10-13

Publications (1)

Publication Number Publication Date
GB952636A true GB952636A (en) 1964-03-18

Family

ID=26371046

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3501960A Expired GB952636A (en) 1959-10-13 1960-10-12 Production of 6.8-dithiooctanamides

Country Status (1)

Country Link
GB (1) GB952636A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3284466A (en) * 1963-07-12 1966-11-08 Thiokol Chemical Corp Preparation of monomeric disulfides
US3288797A (en) * 1963-08-20 1966-11-29 Merck Ag E Lipoic acid derivatives and their preparation

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3284466A (en) * 1963-07-12 1966-11-08 Thiokol Chemical Corp Preparation of monomeric disulfides
US3288797A (en) * 1963-08-20 1966-11-29 Merck Ag E Lipoic acid derivatives and their preparation

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