GB1397387A - Preparation of 2-alkylaminoalkyl 6-methyl-7-nitro- 1,2,3,4-tetrahydroquinolines - Google Patents

Preparation of 2-alkylaminoalkyl 6-methyl-7-nitro- 1,2,3,4-tetrahydroquinolines

Info

Publication number
GB1397387A
GB1397387A GB306873A GB306873A GB1397387A GB 1397387 A GB1397387 A GB 1397387A GB 306873 A GB306873 A GB 306873A GB 306873 A GB306873 A GB 306873A GB 1397387 A GB1397387 A GB 1397387A
Authority
GB
United Kingdom
Prior art keywords
methyl
nitro
tetrahydroquinolines
compounds
alkylaminoalkyl
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
Application number
GB306873A
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.)
Pfizer Ltd
Original Assignee
Pfizer Ltd
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 Pfizer Ltd filed Critical Pfizer Ltd
Priority to GB306873A priority Critical patent/GB1397387A/en
Priority to JP13743673A priority patent/JPS5429510B2/ja
Priority to NL7400700A priority patent/NL159378B/en
Priority to CH71574A priority patent/CH590843A5/xx
Priority to ES422465A priority patent/ES422465A1/en
Publication of GB1397387A publication Critical patent/GB1397387A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof
    • C07D215/28—Alcohols; Ethers thereof with halogen atoms or nitro radicals in positions 5, 6 or 7
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/18—Halogen atoms or nitro radicals

Abstract

1397387 2-aminoalkyl-6-methyl-7-nitro-1,2, 3,4-tetrahydroquinolines PFIZER Ltd 16 Jan 1974 [20 Jan 1973] 3068/73 Heading C2C Novel compounds I in which R is C 1-6 alkyl and n is 1 or 2 are prepared from compounds II in which Ac is an acyl group by nitration and subsequent deacylation in the presence of acid, Nitration is effected by fuming nitric acidsulphuric acid addition to a solution of compound II in conc. sulphuric acid to which sulpholane may be added as a diluent. 2- isopropyl(amino)methyl- 6 - methyl - 7 - nitro- 1,2,3,4-tetrahydroquinoline is prepared from N,N<SP>1</SP> - diacetyl - 2 - isopropylaminomethyl - 6- methyl-1,2,3,4-tetrahydroquinoline. The 6- methyl group of compounds I may be transformed to 6-CH 2 OH by microbiological oxidation.
GB306873A 1973-01-20 1973-01-20 Preparation of 2-alkylaminoalkyl 6-methyl-7-nitro- 1,2,3,4-tetrahydroquinolines Expired GB1397387A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
GB306873A GB1397387A (en) 1973-01-20 1973-01-20 Preparation of 2-alkylaminoalkyl 6-methyl-7-nitro- 1,2,3,4-tetrahydroquinolines
JP13743673A JPS5429510B2 (en) 1973-01-20 1973-12-11
NL7400700A NL159378B (en) 1973-01-20 1974-01-18 PROCESS FOR PREPARING 2-AMINOALKYL-6-METHYL-7-NITRO-1,2,3,4-TETRAHYDROCHINOLINS, METHOD FOR PREPARING A PHARMACEUTICAL PREPARATION AND FORMED PHARMACEUTICAL PREPARATION.
CH71574A CH590843A5 (en) 1973-01-20 1974-01-18
ES422465A ES422465A1 (en) 1973-01-20 1974-01-19 Preparation of 2-alkylaminoalkyl 6-methyl-7-nitro- 1,2,3,4-tetrahydroquinolines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB306873A GB1397387A (en) 1973-01-20 1973-01-20 Preparation of 2-alkylaminoalkyl 6-methyl-7-nitro- 1,2,3,4-tetrahydroquinolines

Publications (1)

Publication Number Publication Date
GB1397387A true GB1397387A (en) 1975-06-11

Family

ID=9751399

Family Applications (1)

Application Number Title Priority Date Filing Date
GB306873A Expired GB1397387A (en) 1973-01-20 1973-01-20 Preparation of 2-alkylaminoalkyl 6-methyl-7-nitro- 1,2,3,4-tetrahydroquinolines

Country Status (5)

Country Link
JP (1) JPS5429510B2 (en)
CH (1) CH590843A5 (en)
ES (1) ES422465A1 (en)
GB (1) GB1397387A (en)
NL (1) NL159378B (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5056535A (en) * 1973-09-21 1975-05-17
JPS50160739A (en) * 1974-06-18 1975-12-26
JPS51138828A (en) * 1975-05-26 1976-11-30 Fujikura Ltd Method of manufacturing separator for battery
FR2393815A1 (en) * 1977-06-07 1979-01-05 Solvay PROCESS FOR THE AQUEOUS SUSPENSION POLYMERIZATION OF VINYL CHLORIDE
DE19935692A1 (en) * 1999-07-29 2001-02-01 Merck Patent Gmbh Nitriding in a static micromixer

Also Published As

Publication number Publication date
NL7400700A (en) 1974-07-23
JPS5012092A (en) 1975-02-07
CH590843A5 (en) 1977-08-31
JPS5429510B2 (en) 1979-09-25
NL159378B (en) 1979-02-15
ES422465A1 (en) 1976-05-01

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Legal Events

Date Code Title Description
PS Patent sealed
PE20 Patent expired after termination of 20 years

Effective date: 19940115