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-diaminesInfo
- 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
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.
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)
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 |
-
1955
- 1955-02-18 GB GB4852/55A patent/GB781790A/en not_active Expired
Cited By (1)
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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