GB276571A - Manufacture of aromatic tetrahydronaphthylamines or derivatives thereof - Google Patents
Manufacture of aromatic tetrahydronaphthylamines or derivatives thereofInfo
- Publication number
- GB276571A GB276571A GB524527A GB524527A GB276571A GB 276571 A GB276571 A GB 276571A GB 524527 A GB524527 A GB 524527A GB 524527 A GB524527 A GB 524527A GB 276571 A GB276571 A GB 276571A
- Authority
- GB
- United Kingdom
- Prior art keywords
- naphthylamine
- ethyl
- eliminated
- sulphuric acid
- acetyl
- 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
- -1 aromatic tetrahydronaphthylamines Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 3
- 235000011149 sulphuric acid Nutrition 0.000 abstract 3
- 239000001117 sulphuric acid Substances 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 150000005002 naphthylamines Chemical class 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
276,571. Imray, O. Y., (Soc. of Chemical Industry in Basle). Feb. 24, 1927. Ar-Tetrahydronaphthylamine derivatives are obtained by subjecting N-substituted naphthylamines to catalytic hydrogenation; the hydrogenated naphthylamines themselves may be obtained by using an acetyl derivative as the starting material and subsequently saponifying. In examples, (1) ar-N-ethyltetrahydro-a-naphthylamine is obtained bv dissolving N-ethyl-a-naphthylamine in alcohol and treating the solution with hydrogen under pressure in the presence of a nickel catalyst; in the same way ar-N-ethyltetrahydro-#-naphthylamine is obtained from N-.ethyl- #-naphthylamine, and a-acetaminotetrahydronaphthalene from acetyl-a-naphthylamine; the acetyl group may be subsequently eliminated by sulphuric acid: (2) ar-acetyltetrahydro-#-naphthalide is obtained by dissolving acatyl-#-naphthylamine in tetrahydronaphthalene and treating with hydrogen as before; the acetyl group may be eliminated with sulphuric acid. giving tetrahydro-#- naphthylamine ; (3) ar-N-phenyltetrahydro-a-naphthylamine is obtained by hydrogenation of N- phenyl-a-naphthylamine in alcohol and distillation in vacuo in the same way acetylated artetrahydro-N-ethyl-a-naphthylamine is obtained from acetylated N-ethyl-a-naphthylamine; the acetyl group may be eliminated with sulphuric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB524527A GB276571A (en) | 1927-02-24 | 1927-02-24 | Manufacture of aromatic tetrahydronaphthylamines or derivatives thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB524527A GB276571A (en) | 1927-02-24 | 1927-02-24 | Manufacture of aromatic tetrahydronaphthylamines or derivatives thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB276571A true GB276571A (en) | 1927-09-01 |
Family
ID=9792430
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB524527A Expired GB276571A (en) | 1927-02-24 | 1927-02-24 | Manufacture of aromatic tetrahydronaphthylamines or derivatives thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB276571A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2977308A (en) * | 1952-04-23 | 1961-03-28 | Bayer Ag | Tetrahydronaphthylamino compounds |
| US7902191B2 (en) * | 2004-02-25 | 2011-03-08 | Eli Lilly And Company | Histamine H3 receptor antagonists, preparation and therapeutic uses |
-
1927
- 1927-02-24 GB GB524527A patent/GB276571A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2977308A (en) * | 1952-04-23 | 1961-03-28 | Bayer Ag | Tetrahydronaphthylamino compounds |
| US7902191B2 (en) * | 2004-02-25 | 2011-03-08 | Eli Lilly And Company | Histamine H3 receptor antagonists, preparation and therapeutic uses |
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