GB1377901A - Process for the manufacture of n-substituted indoles and new n- substituted indoles - Google Patents
Process for the manufacture of n-substituted indoles and new n- substituted indolesInfo
- Publication number
- GB1377901A GB1377901A GB5397972A GB5397972A GB1377901A GB 1377901 A GB1377901 A GB 1377901A GB 5397972 A GB5397972 A GB 5397972A GB 5397972 A GB5397972 A GB 5397972A GB 1377901 A GB1377901 A GB 1377901A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- alkyl
- groups
- indoles
- alkoxy
- 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
- 150000002475 indoles Chemical class 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title 1
- -1 alkyl radical Chemical class 0.000 abstract 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000003282 alkyl amino group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 abstract 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical group NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- 229940054051 antipsychotic indole derivative Drugs 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- 229940113088 dimethylacetamide Drugs 0.000 abstract 1
- 150000002118 epoxides Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 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
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 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
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1724071A CH556839A (de) | 1971-11-26 | 1971-11-26 | Verfahren zur herstellung n-substituierter indole in dimethylsulfoxyd. |
| CH1547472A CH572035A5 (en) | 1972-10-23 | 1972-10-23 | N-substd indole prodn - by treating with base in dmso or aprotic solvents and alkylating |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1377901A true GB1377901A (en) | 1974-12-18 |
Family
ID=25716494
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5397972A Expired GB1377901A (en) | 1971-11-26 | 1972-11-22 | Process for the manufacture of n-substituted indoles and new n- substituted indoles |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS4992064A (OSRAM) |
| AU (1) | AU474547B2 (OSRAM) |
| BE (1) | BE791899A (OSRAM) |
| CA (1) | CA998680A (OSRAM) |
| CS (1) | CS161969B2 (OSRAM) |
| DE (1) | DE2257710C3 (OSRAM) |
| ES (1) | ES408977A1 (OSRAM) |
| FR (1) | FR2160884B1 (OSRAM) |
| GB (1) | GB1377901A (OSRAM) |
| IT (1) | IT973691B (OSRAM) |
| NL (1) | NL7215833A (OSRAM) |
| SU (1) | SU457216A3 (OSRAM) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW270114B (OSRAM) * | 1993-10-22 | 1996-02-11 | Hoffmann La Roche | |
| JP2009091294A (ja) * | 2007-10-09 | 2009-04-30 | Nippon Shokubai Co Ltd | Ｎ−（ヒドロキシアルキル）ピロール化合物の製造方法 |
-
0
- BE BE791899D patent/BE791899A/xx not_active IP Right Cessation
-
1972
- 1972-11-09 AU AU48692/72A patent/AU474547B2/en not_active Expired
- 1972-11-15 CA CA156,466A patent/CA998680A/en not_active Expired
- 1972-11-20 FR FR7241150A patent/FR2160884B1/fr not_active Expired
- 1972-11-22 GB GB5397972A patent/GB1377901A/en not_active Expired
- 1972-11-22 NL NL7215833A patent/NL7215833A/xx not_active Application Discontinuation
- 1972-11-23 CS CS797972A patent/CS161969B2/cs unknown
- 1972-11-23 IT IT5422372A patent/IT973691B/it active
- 1972-11-24 DE DE19722257710 patent/DE2257710C3/de not_active Expired
- 1972-11-24 SU SU1849384A patent/SU457216A3/ru active
- 1972-11-25 JP JP11772872A patent/JPS4992064A/ja active Pending
- 1972-11-25 ES ES408977A patent/ES408977A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IT973691B (it) | 1974-06-10 |
| FR2160884A1 (OSRAM) | 1973-07-06 |
| AU4869272A (en) | 1974-05-09 |
| DE2257710A1 (de) | 1973-05-30 |
| DE2257710C3 (de) | 1982-04-15 |
| JPS4992064A (OSRAM) | 1974-09-03 |
| CS161969B2 (OSRAM) | 1975-06-10 |
| NL7215833A (OSRAM) | 1973-05-29 |
| DE2257710B2 (de) | 1981-05-27 |
| CA998680A (en) | 1976-10-19 |
| SU457216A3 (ru) | 1975-01-15 |
| BE791899A (fr) | 1973-05-24 |
| FR2160884B1 (OSRAM) | 1975-04-25 |
| AU474547B2 (en) | 1976-07-29 |
| ES408977A1 (es) | 1976-03-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 429A | Application made for amendment of specification (sect. 29/1949) | ||
| 429H | Application (made) for amendment of specification now open to opposition (sect. 29/1949) | ||
| 429D | Case decided by the comptroller ** specification amended (sect. 29/1949) | ||
| PCNP | Patent ceased through non-payment of renewal fee |