JPS5728046A - Preparation of 4-substituted indole - Google Patents

Preparation of 4-substituted indole

Info

Publication number
JPS5728046A
JPS5728046A JP10349480A JP10349480A JPS5728046A JP S5728046 A JPS5728046 A JP S5728046A JP 10349480 A JP10349480 A JP 10349480A JP 10349480 A JP10349480 A JP 10349480A JP S5728046 A JPS5728046 A JP S5728046A
Authority
JP
Japan
Prior art keywords
formula
useful
raw material
derivative
substituted indole
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
Application number
JP10349480A
Other languages
Japanese (ja)
Inventor
Masanori Somei
Fumio Yamada
Chikara Kaneko
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nissan Chemical Corp
Original Assignee
Nissan Chemical Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Nissan Chemical Corp filed Critical Nissan Chemical Corp
Priority to JP10349480A priority Critical patent/JPS5728046A/en
Publication of JPS5728046A publication Critical patent/JPS5728046A/en
Pending legal-status Critical Current

Links

Landscapes

  • Indole Compounds (AREA)

Abstract

PURPOSE: To obtain a 4-substituted indole useful as a raw material for a medicine or an agricultural chemical industrially and advantagenously, by reducing a β- dimethylaminostyrene derivative in the presence of a solvent.
CONSTITUTION: A β-dimethylaminostyrene derivative of formula I (R1 is 1W4C alkyl, acetyl or benzyl) is reduced with preferably titanium trichloride as a reducing agent in the presence of a solvent to give a 4-substituted indole of formula II. The raw material compound of formula I is obtained readily in high yield by reacting an o-nitrotoluene derivative of formula III with N,N-dimethyformamide dimethyl acetal. A compound of formula IV in formula II can be readily converted into 4-hydroxyindole by the catalytic reduction, and the compound is useful as a raw material for pindolol useful as an antiarrhythmic agent or hypotensive agent.
COPYRIGHT: (C)1982,JPO&Japio
JP10349480A 1980-07-28 1980-07-28 Preparation of 4-substituted indole Pending JPS5728046A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP10349480A JPS5728046A (en) 1980-07-28 1980-07-28 Preparation of 4-substituted indole

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP10349480A JPS5728046A (en) 1980-07-28 1980-07-28 Preparation of 4-substituted indole

Publications (1)

Publication Number Publication Date
JPS5728046A true JPS5728046A (en) 1982-02-15

Family

ID=14355540

Family Applications (1)

Application Number Title Priority Date Filing Date
JP10349480A Pending JPS5728046A (en) 1980-07-28 1980-07-28 Preparation of 4-substituted indole

Country Status (1)

Country Link
JP (1) JPS5728046A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS52147335A (en) * 1976-05-31 1977-12-07 Metallgesellschaft Ag Method of executing exothermig process
JPS6237608A (en) * 1985-08-07 1987-02-18 フオスタ−・ホイ−ラ−・エナ−ジイ・コ−ポレイシヨン Method of operating fluidized bed type reactor
JPH0646115U (en) * 1992-11-19 1994-06-24 新日本製鐵株式会社 Structure of heat transfer surface in combustion chamber of circulating fluidized bed apparatus
WO2001044185A1 (en) * 1999-12-16 2001-06-21 Eli Lilly And Company Carbon monoxide-based synthesis of spla2 inhibitors
US10519175B2 (en) 2017-10-09 2019-12-31 Compass Pathways Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11564935B2 (en) 2019-04-17 2023-01-31 Compass Pathfinder Limited Method for treating anxiety disorders, headache disorders, and eating disorders with psilocybin

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS52147335A (en) * 1976-05-31 1977-12-07 Metallgesellschaft Ag Method of executing exothermig process
JPS5913644B2 (en) * 1976-05-31 1984-03-31 メタル ゲゼルシャフト アクチェン ゲゼルシャフト How to carry out the exothermic process
JPS6237608A (en) * 1985-08-07 1987-02-18 フオスタ−・ホイ−ラ−・エナ−ジイ・コ−ポレイシヨン Method of operating fluidized bed type reactor
JPH0343524B2 (en) * 1985-08-07 1991-07-02 Foster Wheeler Energy Corp
JPH0646115U (en) * 1992-11-19 1994-06-24 新日本製鐵株式会社 Structure of heat transfer surface in combustion chamber of circulating fluidized bed apparatus
WO2001044185A1 (en) * 1999-12-16 2001-06-21 Eli Lilly And Company Carbon monoxide-based synthesis of spla2 inhibitors
US10954259B1 (en) 2017-10-09 2021-03-23 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US10947257B2 (en) 2017-10-09 2021-03-16 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US10519175B2 (en) 2017-10-09 2019-12-31 Compass Pathways Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11149044B2 (en) 2017-10-09 2021-10-19 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11180517B2 (en) 2017-10-09 2021-11-23 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11447510B2 (en) 2017-10-09 2022-09-20 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11505564B2 (en) 2017-10-09 2022-11-22 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11629159B2 (en) 2017-10-09 2023-04-18 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11851451B2 (en) 2017-10-09 2023-12-26 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11939346B2 (en) 2017-10-09 2024-03-26 Compass Pathfinder Limited Preparation of psilocybin, different polymorphic forms, intermediates, formulations and their use
US11564935B2 (en) 2019-04-17 2023-01-31 Compass Pathfinder Limited Method for treating anxiety disorders, headache disorders, and eating disorders with psilocybin

Similar Documents

Publication Publication Date Title
JPS5728046A (en) Preparation of 4-substituted indole
JPS56125347A (en) Preparation of dipeptide
ES8609195A1 (en) Process for preparing anti-inflammatory cycloalkylidenemethylphenylacetic acid derivatives.
JPS55105663A (en) Preparation of indoles
JPS57192340A (en) Isoprenylamine derivative
JPS57142966A (en) (1-alkyl-2-pyrrolyl)glyoxylic acid amide derivative
JPS55151549A (en) Production of guanidinocaproic ester
JPS5432480A (en) Novel preparation of piperidine derivatives
JPS55100383A (en) Preparation of novel nitrogen-containing polycyclic compound
JPS5527161A (en) Production of alcohol or its ether derivative
JPS54109943A (en) Preparation of phenylglycine derivative
JPS54100359A (en) Production of 4-cyanobicyclo(2,2,2)octa-2-ene-1-carboxylic acid derivative
JPS5615266A (en) Preparation of indole derivative
JPS55151547A (en) Production of guanidinocapronic ester
JPS5592343A (en) Preparation of optically active substituted isovaleric acid
JPS5782389A (en) Preparation of oxazolidinone derivative
JPS55104271A (en) Preparation of uracil-5-carboxylic ester
JPS5724362A (en) Preparation of pindolol
JPS5615264A (en) Preparation of indole derivative
JPS5553241A (en) Preparation of carboxylic ester
JPS55127366A (en) Preparation of 4-(3-isopropylamino-2-hydroxypropoxy)-indole
JPS5721386A (en) Preparation of oxazolidinone derivative
JPS55143925A (en) Preparation of cyclopentenolone
JPS572271A (en) Preparation of 2-aminoindolenine derivative
JPS5441868A (en) Production of n-alkylpyrrolyl-2-acetic acid