CA2219655C - Procede d'hydrogenation catalytique de composes nitro aromatiques - Google Patents

Procede d'hydrogenation catalytique de composes nitro aromatiques Download PDF

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Publication number
CA2219655C
CA2219655C CA002219655A CA2219655A CA2219655C CA 2219655 C CA2219655 C CA 2219655C CA 002219655 A CA002219655 A CA 002219655A CA 2219655 A CA2219655 A CA 2219655A CA 2219655 C CA2219655 C CA 2219655C
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CA
Canada
Prior art keywords
process according
catalyst
vanadium compound
compound
vanadium
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 - Lifetime
Application number
CA002219655A
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English (en)
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CA2219655A1 (fr
Inventor
Martin Studer
Peter Baumeister
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Syngenta Participations AG
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Syngenta Participations AG
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Filing date
Publication date
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Priority claimed from PCT/EP1996/001889 external-priority patent/WO1996036597A1/fr
Publication of CA2219655A1 publication Critical patent/CA2219655A1/fr
Application granted granted Critical
Publication of CA2219655C publication Critical patent/CA2219655C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
    • C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
    • C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
    • C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
    • C07C209/365—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst by reduction with preservation of halogen-atoms in compounds containing nitro groups and halogen atoms bound to the same carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/22—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
    • C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

L'invention a pour objet notamment un procédé d'hydrogénation catalytique de composés nitro aromatiques placés dans une solution ou dans une matière en fusion, en présence d'hydrogène et d'au moins un catalyseur à base d'un métal noble, ainsi que d'un catalyseur de nickel ou de cobalt, procédé dans lequel une quantité catalytique d'au moins un des composés du vanadium est présent, le vanadium présentant un état d'oxydation O, II, IV ou V. On a trouvé que, dans l'hydrogénation catalytique de composés nitro aromatiques, on peut empêcher presque totalement l'accumulation d'hydroxylamines en ajoutant des quantités catalytiques de composés de vanadium, ce qui permet d'obtenir des concentrations d'hydroxylamine inférieures à 1 %. Les produits hydrogénés obtenus sont plus blancs (plus purs) que ceux obtenus sans addition du composé de vanadium, car on n'obtient ainsi pratiquement aucun composé azo ou azoxy. L'hydrogénation, notamment la phase finale de celle-ci, se déroule plus vite qu'elle ne le fait sans ladite addition. En conséquence, ce procédé présente des avantages importants, notamment au regard de la constance dans la qualité et des économies réalisées.
CA002219655A 1995-05-19 1996-05-07 Procede d'hydrogenation catalytique de composes nitro aromatiques Expired - Lifetime CA2219655C (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH149595 1995-05-19
CH1495/95 1995-05-19
PCT/EP1996/001889 WO1996036597A1 (fr) 1995-05-19 1996-05-07 Procede d'hydrogenation catalytique de composes nitro aromatiques

Publications (2)

Publication Number Publication Date
CA2219655A1 CA2219655A1 (fr) 1996-11-21
CA2219655C true CA2219655C (fr) 2007-07-03

Family

ID=38280956

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002219655A Expired - Lifetime CA2219655C (fr) 1995-05-19 1996-05-07 Procede d'hydrogenation catalytique de composes nitro aromatiques

Country Status (1)

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CA (1) CA2219655C (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110878025B (zh) * 2019-12-05 2023-02-24 陕西师范大学 一种芳香类硝基化合物还原成芳香胺类化合物的方法
CN115532319A (zh) * 2022-10-21 2022-12-30 厦门大学 一种氢化催化剂及其制备方法和应用

Also Published As

Publication number Publication date
CA2219655A1 (fr) 1996-11-21

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