JPS55105664A - Preparation of tryptamine - Google Patents
Preparation of tryptamineInfo
- Publication number
- JPS55105664A JPS55105664A JP1355179A JP1355179A JPS55105664A JP S55105664 A JPS55105664 A JP S55105664A JP 1355179 A JP1355179 A JP 1355179A JP 1355179 A JP1355179 A JP 1355179A JP S55105664 A JPS55105664 A JP S55105664A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- tryptamine
- phenylhydrazine
- aminobutanaldialkylacetal
- strong
- 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.)
- Pending
Links
- APJYDQYYACXCRM-UHFFFAOYSA-N tryptamine Chemical compound C1=CC=C2C(CCN)=CNC2=C1 APJYDQYYACXCRM-UHFFFAOYSA-N 0.000 title abstract 8
- 238000002360 preparation method Methods 0.000 title abstract 2
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 abstract 3
- 229940067157 phenylhydrazine Drugs 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 229930013930 alkaloid Natural products 0.000 abstract 1
- 150000003797 alkaloid derivatives Chemical class 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 239000003125 aqueous solvent Substances 0.000 abstract 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 abstract 1
- 229940092714 benzenesulfonic acid Drugs 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 abstract 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 abstract 1
- 239000003456 ion exchange resin Substances 0.000 abstract 1
- 229920003303 ion-exchange polymer Polymers 0.000 abstract 1
- 239000012046 mixed solvent Substances 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 150000003839 salts 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
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/14—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
- C07D209/16—Tryptamines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
- Indole Compounds (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1355179A JPS55105664A (en) | 1979-02-08 | 1979-02-08 | Preparation of tryptamine |
| BE0/199255A BE881540A (fr) | 1979-02-08 | 1980-02-05 | Procede de preparation de composes de tryptamine |
| CH90580A CH642946A5 (en) | 1979-02-08 | 1980-02-05 | Process for the preparation of tryptamine compounds |
| FR8002884A FR2448540A1 (fr) | 1979-02-08 | 1980-02-06 | Procede de preparation de composes de tryptamine |
| DE19803004700 DE3004700C2 (de) | 1979-02-08 | 1980-02-08 | Verfahren zur Herstellung von Tryptaminderivaten |
| HU29080A HU181054B (en) | 1979-02-08 | 1980-02-08 | Process for producing triptamine derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1355179A JPS55105664A (en) | 1979-02-08 | 1979-02-08 | Preparation of tryptamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS55105664A true JPS55105664A (en) | 1980-08-13 |
Family
ID=11836294
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1355179A Pending JPS55105664A (en) | 1979-02-08 | 1979-02-08 | Preparation of tryptamine |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS55105664A (fr) |
| BE (1) | BE881540A (fr) |
| CH (1) | CH642946A5 (fr) |
| DE (1) | DE3004700C2 (fr) |
| FR (1) | FR2448540A1 (fr) |
| HU (1) | HU181054B (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9013845D0 (en) * | 1990-06-21 | 1990-08-15 | Glaxo Group Ltd | Process |
| WO1996004266A2 (fr) * | 1994-08-03 | 1996-02-15 | Asta Medica Aktiengesellschaft | Derives d'indol, d'indazol, de pyridopyrrol et de pyridopyrazol a effet antiasthmatique, antiallergique, anti-inflammatoire et immunomodulateur |
| AU2021276656A1 (en) | 2020-05-19 | 2022-11-24 | Cybin Irl Limited | Deuterated tryptamine derivatives and methods of use |
| CN114230507B (zh) * | 2021-12-31 | 2024-11-12 | 阜阳欣奕华制药科技有限公司 | 一种5-甲氧基色胺的制备方法 |
-
1979
- 1979-02-08 JP JP1355179A patent/JPS55105664A/ja active Pending
-
1980
- 1980-02-05 CH CH90580A patent/CH642946A5/fr not_active IP Right Cessation
- 1980-02-05 BE BE0/199255A patent/BE881540A/fr not_active IP Right Cessation
- 1980-02-06 FR FR8002884A patent/FR2448540A1/fr active Granted
- 1980-02-08 DE DE19803004700 patent/DE3004700C2/de not_active Expired
- 1980-02-08 HU HU29080A patent/HU181054B/hu unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR2448540A1 (fr) | 1980-09-05 |
| BE881540A (fr) | 1980-05-30 |
| DE3004700C2 (de) | 1986-01-30 |
| FR2448540B1 (fr) | 1983-03-25 |
| HU181054B (en) | 1983-05-30 |
| DE3004700A1 (de) | 1980-08-21 |
| CH642946A5 (en) | 1984-05-15 |
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