GB781790A - Improvements in or relating to the production of n-substituted o-diamines - Google Patents

Improvements in or relating to the production of n-substituted o-diamines

Info

Publication number
GB781790A
GB781790A GB4852/55A GB485255A GB781790A GB 781790 A GB781790 A GB 781790A GB 4852/55 A GB4852/55 A GB 4852/55A GB 485255 A GB485255 A GB 485255A GB 781790 A GB781790 A GB 781790A
Authority
GB
United Kingdom
Prior art keywords
lithium
phenyl
selenadiazole
benzo
compound
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
GB4852/55A
Inventor
Edward Sydney Lane
Clarence Williams
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.)
UK Atomic Energy Authority
Original Assignee
UK Atomic Energy Authority
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 UK Atomic Energy Authority filed Critical UK Atomic Energy Authority
Priority to GB4852/55A priority Critical patent/GB781790A/en
Publication of GB781790A publication Critical patent/GB781790A/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
    • C07C323/23—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 nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/31—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 nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/33—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 nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to a carbon atom of the same non-condensed six-membered aromatic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

Abstract

N-aryl o-diamines are prepared by reacting an aryl lithium compound with a benzo 2:1:3 thiadiazole or selenium or oxygen analogue, which is preferably dissolved in an inert organic solvent, e.g. diethyl ether. This solution is added slowly to the lithium compound which is in excess (3 mols. lithium compound to 1 mol. thiazole). Thio or seleno ethers are also produced when thiadiazoles or the corresponding selenium compounds are used. The final diamine product is separated out by mixing the reaction product, which is probably a lithium-containing intermediate product, with water, and running off the ether layer. Examples are given for the preparation of N-phenyl-o-phenylenediamine from benzo 2:1:3 thiadiazole or selenadiazole and phenyl lithium, 2-anilino triphenylamine from benzfurazan and phenyl lithium, and of 2-amino-3-anilino quinol diethylether from 4,7-diethoxy benzo 2:1:3-selenadiazole and phenyl lithium. The selenadiazole compound may be obtained by heating 2:3-diamino quinol diethyl ether hydrochloride and selenious acid in water.
GB4852/55A 1955-02-18 1955-02-18 Improvements in or relating to the production of n-substituted o-diamines Expired GB781790A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB4852/55A GB781790A (en) 1955-02-18 1955-02-18 Improvements in or relating to the production of n-substituted o-diamines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4852/55A GB781790A (en) 1955-02-18 1955-02-18 Improvements in or relating to the production of n-substituted o-diamines

Publications (1)

Publication Number Publication Date
GB781790A true GB781790A (en) 1957-08-28

Family

ID=9785019

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4852/55A Expired GB781790A (en) 1955-02-18 1955-02-18 Improvements in or relating to the production of n-substituted o-diamines

Country Status (1)

Country Link
GB (1) GB781790A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0138760A1 (en) * 1983-09-14 1985-04-24 Ciba-Geigy Ag Process for the preparation of N-substituted ortho-phenylene-diamines

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0138760A1 (en) * 1983-09-14 1985-04-24 Ciba-Geigy Ag Process for the preparation of N-substituted ortho-phenylene-diamines

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