GB1393428A - Process for the preparation of 4-chloro-2,5-dimethoxyaniline - Google Patents
Process for the preparation of 4-chloro-2,5-dimethoxyanilineInfo
- Publication number
- GB1393428A GB1393428A GB5151772A GB5151772A GB1393428A GB 1393428 A GB1393428 A GB 1393428A GB 5151772 A GB5151772 A GB 5151772A GB 5151772 A GB5151772 A GB 5151772A GB 1393428 A GB1393428 A GB 1393428A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- dimethoxy
- nov
- platinum
- mol
- 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
- YGUFQYGSBVXPMC-UHFFFAOYSA-N 4-chloro-2,5-dimethoxyaniline Chemical compound COC1=CC(Cl)=C(OC)C=C1N YGUFQYGSBVXPMC-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 3
- 239000012928 buffer substance Substances 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 150000002828 nitro derivatives Chemical class 0.000 abstract 2
- ORLPGMKKCAEWOW-UHFFFAOYSA-N 1-chloro-2,5-dimethoxy-4-nitrobenzene Chemical compound COC1=CC([N+]([O-])=O)=C(OC)C=C1Cl ORLPGMKKCAEWOW-UHFFFAOYSA-N 0.000 abstract 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 1
- 239000004280 Sodium formate Substances 0.000 abstract 1
- GOBGCUAZYIPRTM-UHFFFAOYSA-N [Na+].[Na+].OB(O)OB([O-])[O-] Chemical compound [Na+].[Na+].OB(O)OB([O-])[O-] GOBGCUAZYIPRTM-UHFFFAOYSA-N 0.000 abstract 1
- 239000012431 aqueous reaction media Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 239000003849 aromatic solvent Substances 0.000 abstract 1
- 229910021538 borax Inorganic materials 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 abstract 1
- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 239000001632 sodium acetate Substances 0.000 abstract 1
- 235000017281 sodium acetate Nutrition 0.000 abstract 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 abstract 1
- 235000019254 sodium formate Nutrition 0.000 abstract 1
- 239000004328 sodium tetraborate Substances 0.000 abstract 1
- 235000010339 sodium tetraborate Nutrition 0.000 abstract 1
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.
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 (1)
| Publication Number | Publication Date |
|---|---|
| GB1393428A true GB1393428A (en) | 1975-05-07 |
Family
ID=5824830
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5151772A Expired GB1393428A (en) | 1971-11-11 | 1972-11-08 | Process for the preparation of 4-chloro-2,5-dimethoxyaniline |
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) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5041671A (en) * | 1988-06-22 | 1991-08-20 | Hoechst Aktiengesellschaft | Process for the preparation 4-chloro-2,5-dimethoxy-aniline |
Families Citing this family (3)
| 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 |
| JPS58159957U (en) * | 1982-04-19 | 1983-10-25 | 日本発条株式会社 | Headrest upper and lower adjustment mechanism |
-
0
- BE BE791300D patent/BE791300A/en not_active IP Right Cessation
-
1971
- 1971-11-11 DE DE2156051A patent/DE2156051C3/en not_active Expired
-
1972
- 1972-10-18 DD DD166310A patent/DD99356A5/xx unknown
- 1972-11-01 ZA ZA727738A patent/ZA727738B/en unknown
- 1972-11-02 RO RO72709A patent/RO62342A/ro unknown
- 1972-11-04 ES ES408273A patent/ES408273A1/en not_active Expired
- 1972-11-06 NL NL7214964A patent/NL7214964A/xx not_active Application Discontinuation
- 1972-11-07 AU AU48583/72A patent/AU474209B2/en not_active Expired
- 1972-11-07 CS CS7507A patent/CS173610B2/cs unknown
- 1972-11-08 GB GB5151772A patent/GB1393428A/en not_active Expired
- 1972-11-08 IL IL40777A patent/IL40777A/en unknown
- 1972-11-09 AT AT952372A patent/AT331210B/en not_active IP Right Cessation
- 1972-11-09 SU SU1843993A patent/SU474135A3/en active
- 1972-11-09 IT IT31481/72A patent/IT970356B/en active
- 1972-11-09 CH CH1630472A patent/CH575377A5/xx not_active IP Right Cessation
- 1972-11-09 HU HUHO1523A patent/HU165205B/hu unknown
- 1972-11-10 JP JP11219772A patent/JPS5644060B2/ja not_active Expired
- 1972-11-10 PL PL1972158797A patent/PL85137B1/pl unknown
- 1972-11-10 FR FR7239905A patent/FR2160166A5/fr not_active Expired
- 1972-11-10 CA CA156,152A patent/CA995248A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5041671A (en) * | 1988-06-22 | 1991-08-20 | Hoechst Aktiengesellschaft | Process for the preparation 4-chloro-2,5-dimethoxy-aniline |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5644060B2 (en) | 1981-10-16 |
| DE2156051C3 (en) | 1974-10-31 |
| ZA727738B (en) | 1973-09-26 |
| JPS4857938A (en) | 1973-08-14 |
| BE791300A (en) | 1973-05-14 |
| ES408273A1 (en) | 1975-11-16 |
| ATA952372A (en) | 1975-11-15 |
| CH575377A5 (en) | 1976-05-14 |
| HU165205B (en) | 1974-07-27 |
| IL40777A0 (en) | 1973-01-30 |
| IT970356B (en) | 1974-04-10 |
| AT331210B (en) | 1976-08-10 |
| SU474135A3 (en) | 1975-06-14 |
| DD99356A5 (en) | 1973-08-05 |
| CA995248A (en) | 1976-08-17 |
| RO62342A (en) | 1977-08-15 |
| DE2156051B2 (en) | 1974-03-28 |
| AU474209B2 (en) | 1976-07-15 |
| FR2160166A5 (en) | 1973-06-22 |
| PL85137B1 (en) | 1976-04-30 |
| AU4858372A (en) | 1974-05-09 |
| DE2156051A1 (en) | 1973-05-17 |
| NL7214964A (en) | 1973-05-15 |
| CS173610B2 (en) | 1977-02-28 |
| IL40777A (en) | 1976-04-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NO160118C (en) | HYDRATION / DEHYDRATION CATALYST AND USE OF THIS A HYDROGENERATION AND / OR DEHYDROGENATION REACTION. | |
| Kuhn | Catalytic reduction with hydrazine | |
| GB1393428A (en) | Process for the preparation of 4-chloro-2,5-dimethoxyaniline | |
| GB1148969A (en) | Process for the preparation of 4,4'-diaminodiphenylmethane | |
| SE7407170L (en) | ||
| Weill et al. | A Study of the Essential Groups of β-Amylase. | |
| GB1185615A (en) | Addition of Water or an Alcohol to Acrolein | |
| GB1371688A (en) | Process for preparing benzoxazolones-2- and benzothiazolones-2 | |
| GB1229707A (en) | ||
| GB1517943A (en) | Tackifiers | |
| KR880006156A (en) | Method for preparing methyl isobutyl ketone | |
| GB1320129A (en) | Process for the production of halogen-substituted aromatic amines | |
| GB1143589A (en) | Process for the preparation of 2-amino-4-hydroxytoluene | |
| GB1223776A (en) | A process for the manufacture of aldehydes | |
| ES2102503T3 (en) | PROCESS TO PERFORM CHEMICAL REACTIONS WITH FORMALDEHYDE. | |
| GB1357678A (en) | Process for the dehalogenation of polyhalogenated aromatic com pounds | |
| GB1274551A (en) | Improvements in a process for the production of triaminobenzene | |
| KR850003386A (en) | Method for preparing 1,3-bis (3-aminophenoxy) -benzene | |
| GB1452318A (en) | Process for the manufacture of n,n,n,n-tetraphenyldiamino- methane | |
| GB1009024A (en) | Process for preparing aminophenols | |
| GB1298480A (en) | Process for the production of diaminodiphenyl methanes | |
| GB1499589A (en) | Catalytic reduction of nitrobenzene sulphonic acids | |
| GB1190228A (en) | 5-Chloro-2,3-Pyridine Diol and a Process for its Production | |
| JPS5753440A (en) | Preparation of 4-aminomethylcyclohexanecarboxylic acid and its mineral acid salt | |
| GB772670A (en) | Improvements in or relating to preparation of hydroxylamine |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PE20 | Patent expired after termination of 20 years |