IL40777A - Process for the preparation of 4-chloro-2,5-dimethoxy-aniline - Google Patents

Process for the preparation of 4-chloro-2,5-dimethoxy-aniline

Info

Publication number
IL40777A
IL40777A IL40777A IL4077772A IL40777A IL 40777 A IL40777 A IL 40777A IL 40777 A IL40777 A IL 40777A IL 4077772 A IL4077772 A IL 4077772A IL 40777 A IL40777 A IL 40777A
Authority
IL
Israel
Prior art keywords
chloro
mol
dimethoxy
platinum
catalyst
Prior art date
Application number
IL40777A
Other versions
IL40777A0 (en
Original Assignee
Hoechst Ag
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 Hoechst Ag filed Critical Hoechst Ag
Publication of IL40777A0 publication Critical patent/IL40777A0/en
Publication of IL40777A publication Critical patent/IL40777A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/42—Platinum
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/18—Carbon
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/20—Sulfiding

Landscapes

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

Abstract

1393428 4-chloro-2,5-dimethoxy aniline HOECHST AG 8 Nov 1972 [11 Nov 1971] 51517/72 Heading C2C The invention comprises a process for the manufacture of 4-chloro-2,5-dimethoxy-aniline wherein 4-chloro-2,5-dimethoxy-1-nitrobenzene is catalytically reduced in an aqueous reaction medium with addition of an aromatic solvent at a temperature within the range of from 80 to 100‹ C. at a pressure of from 5 to 50 atmospheres gauge in the presence of a sulphidized or sulphitized platinum-on-carbon catalyst and adding catalytic amounts of from 0À01 to 0À2 mol. (calculated on 1 mol. of nitro compound) of a buffer substance which produces a pH value of from 8 to 10 in aqueous solution. Examples of the buffer substance are disodium diborate, sodium tetraborate, sodium formate, sodium acetate and disodium hydrogen phosphate. The catalyst is used advantageously in a weight ratio of nitro compound to platinum in the range of from 10,000: 1 to 1000: 1. [GB1393428A]

Claims (12)

40777/2 V · WHAT WE CLAIM IS:
1. A process for the preparation of -chloro-2, 5-dimethoxy- aniline which comprises hydrogenating -chloro-2,5-di- methoxy-l-nitrobenzene in the presence of a buffer capable of maintaining in an aqueous solution a pH range of 8 to 10 and of a sulfidized or sulfitized platinum-on-carbon-catalyst, at a temperature of 80 to 110°C and at a pressure of 5 to 50 atmg.
2. A process as claimed in claim 1, wherein the platinum-on- carbon-catalyst used is prepared by saturating it with hydrogen in an aqueous system of a pH range of 0 to 5 at a pressure of normal pressure to 1 atmg. and treating it with 0.3 to 0.7 mol of a sulfidizing or sulfitizlng agent per each mol of hydrogen absorbed.
3. A process as claimed in claims 1 and 2, wherein the catalyst is a sulfitized 5$ platinum-on-carbon catalyst.
4. A process as claimed In claims 1 to 3* wherein per each part by weight of platinum in the catalyst 10,000 to 1, 000 parts by weight of nitro compound are hydrogenated.
5. A process as claimed in claims 1 to 4, wherein the buffer Is disodium diborate, disodium tetraborate, sodium formate, sodium acetate or disodium hydrogenphosphate.
6. A process as claimed in claims 1 to 5» wherein the buffer is disodiumhydrogenphosphate .
7. A process as claimed in claims 1 to 6» wherein 0.01 to 0.2 mol of buffer per mol of nitro compound is present.
8. A process as claimed in claims 1 to 7 , wherein 0.03 to 0.1 mol of buffer per mol of nitro compound is present.
9. A process as claimed in claims 1 to 8, wherein the temperature 40777/2
10. A process as claimed in claims 1 to 9» wherein the pressure is 10 to 20 atmg.
11. » A process for the production of 4-chloro-2, 5-dime hoxyan.iline "by hydrogenation of 4-chloro-2, 5-dimethoxy nitrobenzene, substantially as hereinbefore described and with reference to the examples·
12. 4—chloro-2, 5~dimethoxy-aniline, whenever obtained by a process as claimed in anyone of claims 1 to 11.
IL40777A 1971-11-11 1972-11-08 Process for the preparation of 4-chloro-2,5-dimethoxy-aniline IL40777A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2156051A DE2156051C3 (en) 1971-11-11 1971-11-11 Process for the preparation of 4-chloro-2,5-dimethoxy-aniline

Publications (2)

Publication Number Publication Date
IL40777A0 IL40777A0 (en) 1973-01-30
IL40777A true IL40777A (en) 1976-04-30

Family

ID=5824830

Family Applications (1)

Application Number Title Priority Date Filing Date
IL40777A IL40777A (en) 1971-11-11 1972-11-08 Process for the preparation of 4-chloro-2,5-dimethoxy-aniline

Country Status (20)

Country Link
JP (1) JPS5644060B2 (en)
AT (1) AT331210B (en)
AU (1) AU474209B2 (en)
BE (1) BE791300A (en)
CA (1) CA995248A (en)
CH (1) CH575377A5 (en)
CS (1) CS173610B2 (en)
DD (1) DD99356A5 (en)
DE (1) DE2156051C3 (en)
ES (1) ES408273A1 (en)
FR (1) FR2160166A5 (en)
GB (1) GB1393428A (en)
HU (1) HU165205B (en)
IL (1) IL40777A (en)
IT (1) IT970356B (en)
NL (1) NL7214964A (en)
PL (1) PL85137B1 (en)
RO (1) RO62342A (en)
SU (1) SU474135A3 (en)
ZA (1) ZA727738B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2455704C3 (en) * 1974-11-25 1978-06-08 Hoechst Ag, 6000 Frankfurt Process for the preparation of 4-chloro-23-dimethoxy aniline
CA1148562A (en) * 1979-02-22 1983-06-21 Alfred J. Bird Catalyst for the hydrogenation of halogen substituted aromatic nitro compounds
JPS5814756U (en) * 1981-07-21 1983-01-29 東京シ−ト株式会社 Headrest mounting device
JPS58159957U (en) * 1982-04-19 1983-10-25 日本発条株式会社 Headrest upper and lower adjustment mechanism
JPH0226367Y2 (en) * 1984-09-20 1990-07-18
DE3821013A1 (en) * 1988-06-22 1989-12-28 Hoechst Ag METHOD FOR PRODUCING 4-CHLORINE-2,5-DIMETHOXYANILINE
US8387827B2 (en) 2008-03-24 2013-03-05 S.C. Johnson & Son, Inc. Volatile material dispenser

Also Published As

Publication number Publication date
HU165205B (en) 1974-07-27
DE2156051B2 (en) 1974-03-28
RO62342A (en) 1977-08-15
JPS5644060B2 (en) 1981-10-16
DE2156051A1 (en) 1973-05-17
IT970356B (en) 1974-04-10
CH575377A5 (en) 1976-05-14
CS173610B2 (en) 1977-02-28
GB1393428A (en) 1975-05-07
AU4858372A (en) 1974-05-09
AT331210B (en) 1976-08-10
ZA727738B (en) 1973-09-26
DE2156051C3 (en) 1974-10-31
SU474135A3 (en) 1975-06-14
BE791300A (en) 1973-05-14
PL85137B1 (en) 1976-04-30
DD99356A5 (en) 1973-08-05
NL7214964A (en) 1973-05-15
FR2160166A5 (en) 1973-06-22
ATA952372A (en) 1975-11-15
AU474209B2 (en) 1976-07-15
JPS4857938A (en) 1973-08-14
ES408273A1 (en) 1975-11-16
IL40777A0 (en) 1973-01-30
CA995248A (en) 1976-08-17

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