GB684781A - Improvements in or relating to methods of preparing aminoketones and reduction products thereof - Google Patents
Improvements in or relating to methods of preparing aminoketones and reduction products thereofInfo
- Publication number
- GB684781A GB684781A GB8760/50A GB876050A GB684781A GB 684781 A GB684781 A GB 684781A GB 8760/50 A GB8760/50 A GB 8760/50A GB 876050 A GB876050 A GB 876050A GB 684781 A GB684781 A GB 684781A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetophenone
- methylamino
- dimethoxy
- hydrogen
- groups
- 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
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical class NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 3
- 150000002576 ketones Chemical class 0.000 abstract 3
- PVVRRUUMHFWFQV-UHFFFAOYSA-N 2-(methylamino)acetonitrile Chemical compound CNCC#N PVVRRUUMHFWFQV-UHFFFAOYSA-N 0.000 abstract 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- 125000005219 aminonitrile group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 2
- 150000005218 dimethyl ethers Chemical class 0.000 abstract 2
- 239000007789 gas Substances 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002798 polar solvent Substances 0.000 abstract 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 2
- ABDKAPXRBAPSQN-UHFFFAOYSA-N veratrole Chemical compound COC1=CC=CC=C1OC ABDKAPXRBAPSQN-UHFFFAOYSA-N 0.000 abstract 2
- NGAVLQZEBCIHII-UHFFFAOYSA-N 1,2-bis(phenylmethoxy)benzene Chemical compound C=1C=CC=CC=1COC1=CC=CC=C1OCC1=CC=CC=C1 NGAVLQZEBCIHII-UHFFFAOYSA-N 0.000 abstract 1
- CFBYEGUGFPZCNF-UHFFFAOYSA-N 2-nitroanisole Chemical compound COC1=CC=CC=C1[N+]([O-])=O CFBYEGUGFPZCNF-UHFFFAOYSA-N 0.000 abstract 1
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- PZMVOUYYNKPMSI-UHFFFAOYSA-N adrenalone Chemical compound CNCC(=O)C1=CC=C(O)C(O)=C1 PZMVOUYYNKPMSI-UHFFFAOYSA-N 0.000 abstract 1
- 229960002892 adrenalone Drugs 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 abstract 1
- 125000001033 ether group Chemical group 0.000 abstract 1
- 150000003840 hydrochlorides Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 229910017053 inorganic salt Inorganic materials 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- -1 phenolic ethers Chemical class 0.000 abstract 1
- 150000003333 secondary alcohols Chemical class 0.000 abstract 1
- 150000005221 trimethoxybenzenes Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
- C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/108—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (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 |
|---|---|---|---|
| NL684781X | 1949-04-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB684781A true GB684781A (en) | 1952-12-24 |
Family
ID=19805624
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8760/50A Expired GB684781A (en) | 1949-04-13 | 1950-04-06 | Improvements in or relating to methods of preparing aminoketones and reduction products thereof |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US2683743A (en:Method) |
| BE (1) | BE495065A (en:Method) |
| DE (1) | DE905246C (en:Method) |
| FR (1) | FR1023815A (en:Method) |
| GB (1) | GB684781A (en:Method) |
| NL (2) | NL145949B (en:Method) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL283900A (en:Method) * | 1960-04-26 | |||
| FR2503143A1 (fr) * | 1981-03-31 | 1982-10-08 | Lafon Labor | Nouveaux derives de phenacylamine, leur utilisation en therapeutique et leur procede de preparation |
| FR2555576B1 (fr) * | 1983-11-25 | 1986-06-13 | Lafon Labor | Derives de n-(methoxyphenacyl)-amine, utilisation notamment en therapeutique et procede de preparation |
| WO2009086464A1 (en) * | 2007-12-26 | 2009-07-09 | Sicor Inc. | Process for preparing n-methyl-3, 4 dimethoxyphenylethylamine |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1959392A (en) * | 1930-01-31 | 1934-05-22 | Winthrop Chem Co Inc | Nu-substituted phenyl alkylol amines |
| US2083001A (en) * | 1934-06-07 | 1937-06-08 | Winthrop Chem Co Inc | Amino alcohols |
| US2308232A (en) * | 1939-01-17 | 1943-01-12 | Scheuing Georg | Isopropylaminomethyl-(3, 4-dioxyphenyl) carbinol |
-
0
- NL NL72170D patent/NL72170C/xx active
- BE BE495065D patent/BE495065A/xx unknown
- NL NL646415294A patent/NL145949B/xx unknown
-
1950
- 1950-04-06 GB GB8760/50A patent/GB684781A/en not_active Expired
- 1950-04-09 DE DEN4728A patent/DE905246C/de not_active Expired
- 1950-04-11 US US155342A patent/US2683743A/en not_active Expired - Lifetime
- 1950-04-11 FR FR1023815D patent/FR1023815A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE905246C (de) | 1954-03-01 |
| US2683743A (en) | 1954-07-13 |
| NL145949B (nl) | |
| BE495065A (en:Method) | |
| NL72170C (en:Method) | |
| FR1023815A (fr) | 1953-03-24 |
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