SE338564B - - Google Patents
Info
- Publication number
- SE338564B SE338564B SE04105/67A SE410567A SE338564B SE 338564 B SE338564 B SE 338564B SE 04105/67 A SE04105/67 A SE 04105/67A SE 410567 A SE410567 A SE 410567A SE 338564 B SE338564 B SE 338564B
- Authority
- SE
- Sweden
- Prior art keywords
- formula
- indane
- phenyl
- alkyl
- tetralin
- Prior art date
Links
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 5
- VNAFWALXWOAPCK-UHFFFAOYSA-N 1-phenyl-2,3-dihydro-1h-indene Chemical compound C1CC2=CC=CC=C2C1C1=CC=CC=C1 VNAFWALXWOAPCK-UHFFFAOYSA-N 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 125000002947 alkylene group Chemical group 0.000 abstract 3
- 231100000252 nontoxic Toxicity 0.000 abstract 3
- 230000003000 nontoxic effect Effects 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical class C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 3
- YSPDISPRPJFBCV-UHFFFAOYSA-N 1-phenyl-1,2,3,4-tetrahydronaphthalene Chemical class C12=CC=CC=C2CCCC1C1=CC=CC=C1 YSPDISPRPJFBCV-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 150000003509 tertiary alcohols Chemical class 0.000 abstract 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- -1 chloroformic acid ester Chemical class 0.000 abstract 1
- 125000004122 cyclic group Chemical group 0.000 abstract 1
- 239000012024 dehydrating agents Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000004795 grignard reagents Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000004953 trihalomethyl group Chemical group 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
-
- 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
-
- 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
- C07D295/06—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 halogen atoms or nitro radicals
- C07D295/073—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 halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Electric Stoves And Ranges (AREA)
Abstract
1,166,711. Phenyl-indane and tetralin derivatives. KEFALAS A/S. 21 March, 1967 [28 March, 1966], No. 13676/66. Heading C2C. Phenyl-indane and tetralin derivatives of the formula wherein R<SP>1</SP> and R<SP>2</SP> each represent hydrogen or a C 1-8 alkyl group; n is 1 or 2; " alkylene " represents a branched or unbranched alkylene chain containing from 3 to 8 carbon atoms, 3 carbon atoms being in the chain directly connecting the ring system with the nitrogen atom; R<SP>3</SP> and R<SP>4</SP> each represent hydrogen or a C 1-8 alkyl or benzyl group, provided that R<SP>3</SP> and R<SP>4</SP> do not both represent hydrogen, or R<SP>3</SP> and R<SP>4</SP>, taken together with the nitrogen atom, represent a heterocyclic amine radical having a saturated 5- or 6-membered ring; and X and Y each represent hydrogen, a halogen, or a C 1-8 alkyl, C 1-8 alkoxy or trihalomethyl group; and non-toxic acid addition salts thereof are prepared by reacting a tertiary alcohol of the formula with a dehydrating agent capable of causing ring formation and isolating the phenyl-indane or tetralin derivative of the first formula above as the free amine or as a non-toxic acid addition salt thereof; and, in the case when R<SP>3</SP> and R<SP>4</SP> each represent a C 1-8 alkyl group, optionally reacting the resulting phenyl-indane or -tetralin derivative of the first formula above with a chloroformic acid ester of the formula Cl.COOR<SP>6</SP>, wherein R<SP>6</SP> represents a C 1-8 alkyl or benzyl group, hydrolysing the resulting ester of the formula and isolating the phenyl-indane or -tetralin derivative of the first formula above wherein R<SP>3</SP> is a C 1-8 alkyl group and R<SP>4</SP> is hydrogen as the free amine or as a non-toxic acid addition salt thereof. Tertiary alcohols of the second formula above are prepared by reacting a ketone of the formula with a Grignard reagent of the formula hal. Mg.alkylene.NR<SP>3</SP>R<SP>4</SP>, wherein hal is a chlorine, bromine or iodine atom, and hydrolysing the intermediate thus formed.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB03676/66A GB1166711A (en) | 1966-03-28 | 1966-03-28 | Process for the Preparation of Phenyl-Indane and -Tetralin Derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SE338564B true SE338564B (en) | 1971-09-13 |
Family
ID=10027385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE04105/67A SE338564B (en) | 1966-03-28 | 1967-03-23 |
Country Status (8)
| Country | Link |
|---|---|
| AT (1) | AT273947B (en) |
| CH (1) | CH491076A (en) |
| DK (1) | DK124820B (en) |
| FI (1) | FI48458C (en) |
| GB (1) | GB1166711A (en) |
| NL (1) | NL6704297A (en) |
| NO (1) | NO127052B (en) |
| SE (1) | SE338564B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4662922A (en) * | 1984-10-31 | 1987-05-05 | Owens-Corning Fiberglas Corporation | Method and apparatus for the production of glass filaments |
| ES2238466T3 (en) | 2000-07-21 | 2005-09-01 | H. Lundbeck A/S | COMPOUNDS AND ITS USE AS INHIBITORS OF GLICINE TRANSPORTATION. |
-
1966
- 1966-03-28 GB GB03676/66A patent/GB1166711A/en not_active Expired
-
1967
- 1967-03-17 NO NO00167337A patent/NO127052B/no unknown
- 1967-03-23 NL NL6704297A patent/NL6704297A/xx unknown
- 1967-03-23 SE SE04105/67A patent/SE338564B/xx unknown
- 1967-03-23 AT AT278567A patent/AT273947B/en active
- 1967-03-28 CH CH435667A patent/CH491076A/en not_active IP Right Cessation
- 1967-03-28 FI FI670883A patent/FI48458C/en active
- 1967-03-28 DK DK160967AA patent/DK124820B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AT273947B (en) | 1969-08-25 |
| FI48458C (en) | 1974-10-10 |
| DK124820B (en) | 1972-11-27 |
| GB1166711A (en) | 1969-10-08 |
| FI48458B (en) | 1974-07-01 |
| CH491076A (en) | 1970-05-31 |
| NL6704297A (en) | 1967-09-29 |
| NO127052B (en) | 1973-04-30 |
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