FR2336375A1 - (N)-Alkyl-(4)-amino-diphenylamine prepn. - from corresp. amine and ketone by catalytic redn. with an acid e.g. phosphoric acid - Google Patents

(N)-Alkyl-(4)-amino-diphenylamine prepn. - from corresp. amine and ketone by catalytic redn. with an acid e.g. phosphoric acid

Info

Publication number
FR2336375A1
FR2336375A1 FR7638603A FR7638603A FR2336375A1 FR 2336375 A1 FR2336375 A1 FR 2336375A1 FR 7638603 A FR7638603 A FR 7638603A FR 7638603 A FR7638603 A FR 7638603A FR 2336375 A1 FR2336375 A1 FR 2336375A1
Authority
FR
France
Prior art keywords
ketone
acid
amino
diphenylamine
amine
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.)
Granted
Application number
FR7638603A
Other languages
French (fr)
Other versions
FR2336375B1 (en
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Publication of FR2336375A1 publication Critical patent/FR2336375A1/en
Application granted granted Critical
Publication of FR2336375B1 publication Critical patent/FR2336375B1/fr
Granted legal-status Critical Current

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
    • C07C211/54—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 two or three six-membered aromatic rings
    • 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
    • C07C211/54—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 two or three six-membered aromatic rings
    • C07C211/55—Diphenylamines

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

N-alkylated 4-amino-diphenylamines are prepd. by catalytic redn. of a mixt. of the 4-amino-diphenylamine with a ketone in the presence of 0.00025-0.1 wt.% of an acid based on wt. of the amine. The acid may be H2SO4, acetic or, esp. phosphoric, and is usually used in an amt. of 0.01-0.50 wt.%. The catalyst may be Rh, Ru, Pd, Raney Ni or Co, Cu chromite. Ir, Os, Cr or Mb oxides, or partic. Pt. on a suitable support such as C, kieselguhr, silica gel or BaSO4. The pref. ketone is acetone or methyl isobutyl ketone. The yield of by-prod. sec.-alcohol from the ketone is reduced.
FR7638603A 1975-12-22 1976-12-21 (N)-Alkyl-(4)-amino-diphenylamine prepn. - from corresp. amine and ketone by catalytic redn. with an acid e.g. phosphoric acid Granted FR2336375A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB5236275 1975-12-22

Publications (2)

Publication Number Publication Date
FR2336375A1 true FR2336375A1 (en) 1977-07-22
FR2336375B1 FR2336375B1 (en) 1981-07-10

Family

ID=10463629

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7638603A Granted FR2336375A1 (en) 1975-12-22 1976-12-21 (N)-Alkyl-(4)-amino-diphenylamine prepn. - from corresp. amine and ketone by catalytic redn. with an acid e.g. phosphoric acid

Country Status (2)

Country Link
FR (1) FR2336375A1 (en)
IN (1) IN145131B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0138732A2 (en) * 1983-09-26 1985-04-24 The Goodyear Tire & Rubber Company A process for the reductive alkylation of aromatic nitro-containing compounds with ketones or aldehydes

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1553993A (en) * 1966-12-30 1969-01-17
US3541153A (en) * 1966-07-21 1970-11-17 Mobay Chemical Corp Reductive alkylation of aniline and nitrobenzene

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3541153A (en) * 1966-07-21 1970-11-17 Mobay Chemical Corp Reductive alkylation of aniline and nitrobenzene
FR1553993A (en) * 1966-12-30 1969-01-17

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0138732A2 (en) * 1983-09-26 1985-04-24 The Goodyear Tire & Rubber Company A process for the reductive alkylation of aromatic nitro-containing compounds with ketones or aldehydes
EP0138732A3 (en) * 1983-09-26 1986-06-11 The Goodyear Tire & Rubber Company A process for the reductive alkylation of aromatic nitro-containing compounds with ketones or aldehydes

Also Published As

Publication number Publication date
FR2336375B1 (en) 1981-07-10
IN145131B (en) 1978-09-02

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