DE925474C - Verfahren zur Herstellung von Aminoacetal - Google Patents
Verfahren zur Herstellung von AminoacetalInfo
- Publication number
- DE925474C DE925474C DES28811A DES0028811A DE925474C DE 925474 C DE925474 C DE 925474C DE S28811 A DES28811 A DE S28811A DE S0028811 A DES0028811 A DE S0028811A DE 925474 C DE925474 C DE 925474C
- Authority
- DE
- Germany
- Prior art keywords
- aminoacetal
- nitrosoacetal
- preparation
- solution
- ethyl ether
- 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
- HJKLEAOXCZIMPI-UHFFFAOYSA-N 2,2-diethoxyethanamine Chemical compound CCOC(CN)OCC HJKLEAOXCZIMPI-UHFFFAOYSA-N 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- QQZWEECEMNQSTG-UHFFFAOYSA-N Ethyl nitrite Chemical compound CCON=O QQZWEECEMNQSTG-UHFFFAOYSA-N 0.000 claims description 3
- 239000004157 Nitrosyl chloride Substances 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims description 2
- VPCDQGACGWYTMC-UHFFFAOYSA-N nitrosyl chloride Chemical compound ClN=O VPCDQGACGWYTMC-UHFFFAOYSA-N 0.000 claims description 2
- 235000019392 nitrosyl chloride Nutrition 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical class ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 1
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 239000007868 Raney catalyst Substances 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- -1 trosyl chloride Chemical compound 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/20—Carbon compounds
- B01J27/22—Carbides
-
- 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
- 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
-
- 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
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR925474X | 1951-10-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE925474C true DE925474C (de) | 1955-03-21 |
Family
ID=9440092
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DES28811A Expired DE925474C (de) | 1951-10-10 | 1952-06-05 | Verfahren zur Herstellung von Aminoacetal |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US2674625A (https=) |
| CH (2) | CH302539A (https=) |
| DE (1) | DE925474C (https=) |
| FR (1) | FR1043713A (https=) |
| GB (2) | GB712876A (https=) |
| NL (1) | NL79363C (https=) |
-
0
- NL NL79363D patent/NL79363C/xx active
-
1951
- 1951-10-10 FR FR1043713D patent/FR1043713A/fr not_active Expired
-
1952
- 1952-06-05 DE DES28811A patent/DE925474C/de not_active Expired
- 1952-08-18 GB GB20734/52A patent/GB712876A/en not_active Expired
- 1952-08-18 GB GB20733/52A patent/GB712875A/en not_active Expired
- 1952-09-25 CH CH302539D patent/CH302539A/fr unknown
- 1952-09-25 US US311531A patent/US2674625A/en not_active Expired - Lifetime
- 1952-09-25 US US311532A patent/US2674626A/en not_active Expired - Lifetime
- 1952-09-25 CH CH302540D patent/CH302540A/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB712876A (en) | 1954-08-04 |
| CH302539A (fr) | 1954-10-31 |
| GB712875A (en) | 1954-08-04 |
| US2674625A (en) | 1954-04-06 |
| US2674626A (en) | 1954-04-06 |
| FR1043713A (fr) | 1953-11-10 |
| CH302540A (fr) | 1954-10-31 |
| NL79363C (https=) |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE925474C (de) | Verfahren zur Herstellung von Aminoacetal | |
| DE1056139B (de) | Verfahren zur Herstellung von alpha-Amino-beta-oxy-carbonsaeureaniliden | |
| AT140867B (de) | Verfahren zur Darstellung von Dihydroresorcin. | |
| DE1493960C3 (de) | 2-(3'-tert-Butyl-4'-hydroxy-5'methyl-phenyl)-2-hydroxy-äthylamin, dessen physiologisch verträgliche Säureadditionssalze und Verfahren zu deren Herstellung | |
| DE834850C (de) | Verfahren zur Herstellung von 1-Phenyl-2, 3-dimethyl-4-dimethylamino-5-pyrazolon | |
| DE842049C (de) | Verfahren zur Herstellung von Tetrahydrophenanthrencarbonsaeuren bzw. ihren Derivaten | |
| DE723278C (de) | Verfahren zur Herstellung eines bronchospasmolytisch hervorragend wirksamen Aminomethyl-(3, 4-dioxyphenyl) -carbinols | |
| DE881663C (de) | Verfahren zur Herstellung von 1-(p-Oxyphenyl)-2-(ª‡-methyl-ª†-phenyl-propylamino)-propanen | |
| DE897406C (de) | Verfahren zur Herstellung von Pyrazolonverbindungen | |
| DE60077C (de) | Verfahren zur Darstellung von p-Oxy-m-nitrobenzaldehyd und von p-Mefhoxy-mnitrobenzaldehyd aus p-Chlorbenzaldehyd | |
| DE814447C (de) | Verfahren zur Herstellung von Aminodiolen | |
| AT200138B (de) | Verfahren zur Herstellung von neuen tertiären Aminen der Tetrahydrofuranreihe | |
| DE916055C (de) | Verfahren zur Herstellung von Aminoverbindungen | |
| DE820435C (de) | Verfahren zur Herstellung von Thiosterinen | |
| DE870260C (de) | Verfahren zur Herstellung von Oxymethylpyrimidinen | |
| AT293362B (de) | Verfahren zur Herstellung von N-substituierten β-Aminopropiophenonen | |
| DE825551C (de) | Verfahren zur Herstellung von 1-Ephedrin und seinen Salzen | |
| AT230882B (de) | Verfahren zur Herstellung von 6-Aminochrysen | |
| DE924212C (de) | Verfahren zur Herstellung von ringsubstituierten ª -Oxybrenztrauben-saeuren bzw. deren Derivaten | |
| DE892447C (de) | Verfahren zur Herstellung von Dicyclohexylaethanverbindungen | |
| DE565799C (de) | Verfahren zur Herstellung von 1-Pheny1-3-methy1-4-alkyl- und -4-aralkylpyrazolonen | |
| DE956497C (de) | Verfahren zur Herstellung von p-Nitrobenzaldehyd | |
| DE815043C (de) | Verfahren zur Herstellung von Derivaten des 1-(p-Oxyphenyl)-2-amino-propanols-(1) | |
| DE1768787C3 (de) | (o-Carboxy-phenyl)-acetamidine, Verfahren zu deren Herstellung und (o-CarboxyphenyO-acetamidine enthaltende Präparate | |
| DE890345C (de) | Verfahren zur Herstellung hydrierter Formylpteroinsaeuren |