GB839420A - Improvements in process for preparing substituted diphenylamines - Google Patents
Improvements in process for preparing substituted diphenylaminesInfo
- Publication number
- GB839420A GB839420A GB27762/58A GB2776258A GB839420A GB 839420 A GB839420 A GB 839420A GB 27762/58 A GB27762/58 A GB 27762/58A GB 2776258 A GB2776258 A GB 2776258A GB 839420 A GB839420 A GB 839420A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrochlorobenzene
- mols
- mol
- hours
- hydrochloric acid
- 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
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/44—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
- C07C211/52—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/10—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Compounds of the formula <FORM:0839420/IV (b)/1> where R2 represents hydrogen or an alkyl group and R1 represents hydrogen or an alkyl, alkoxy, aryloxy, halogen or nitro group, are prepared by reacting 1 mol. of p-nitrochlorobenzene with 1 to 9 mols. of a compound of the formula <FORM:0839420/IV (b)/2> in the presence of 1/2 to 1 mol. of potassium carbonate as the hydrochloric acid acceptor and a catalytic amount of a copper salt while maintaining the reaction mixture in an anhydrous condition by continuously distilling off all water present including that formed by the neutralization of the liberated hydrochloric acid by the potassium carbonate, the reaction being promoted by the addition of 1/20 to 2 mols. of dimethyl formamide or hexamethyl phosphoramide. The addition of the amide promotor is said to reduce the reaction time from 27 hours to as little as 3 hours. In the examples in which dimethyl formamide or hexamethyl phosphoramide are used with cuprous iodide as catalyst p-nitrochlorobenzene is condensed with aniline, p-toluidine, p-cumidine and p-nitroaniline. Specification 798,148 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US839420XA | 1957-11-05 | 1957-11-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB839420A true GB839420A (en) | 1960-06-29 |
Family
ID=22181645
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB27762/58A Expired GB839420A (en) | 1957-11-05 | 1958-08-29 | Improvements in process for preparing substituted diphenylamines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB839420A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3270084A (en) * | 1961-05-19 | 1966-08-30 | Exxon Research Engineering Co | Method of isomerizing olefins |
US3313854A (en) * | 1961-11-20 | 1967-04-11 | Universal Oil Prod Co | Preparation of para-nitrodiphenylamines utilizing a copper oxide catalyst |
US4990673A (en) * | 1988-11-18 | 1991-02-05 | Hoechst Aktiengesellschaft | Process for the preparation of 4,4'-dinitrodiphenylamine |
-
1958
- 1958-08-29 GB GB27762/58A patent/GB839420A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3270084A (en) * | 1961-05-19 | 1966-08-30 | Exxon Research Engineering Co | Method of isomerizing olefins |
US3313854A (en) * | 1961-11-20 | 1967-04-11 | Universal Oil Prod Co | Preparation of para-nitrodiphenylamines utilizing a copper oxide catalyst |
US4990673A (en) * | 1988-11-18 | 1991-02-05 | Hoechst Aktiengesellschaft | Process for the preparation of 4,4'-dinitrodiphenylamine |
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