GB743901A - Substituted pyridines and process for the production thereof - Google Patents

Substituted pyridines and process for the production thereof

Info

Publication number
GB743901A
GB743901A GB421252A GB421252A GB743901A GB 743901 A GB743901 A GB 743901A GB 421252 A GB421252 A GB 421252A GB 421252 A GB421252 A GB 421252A GB 743901 A GB743901 A GB 743901A
Authority
GB
United Kingdom
Prior art keywords
ester
alkoxy
group
hydroxy
carbethoxy
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
GB421252A
Inventor
Alan August Goldberg
Raymond Stanley Theobald
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.)
Howards of Ilford Ltd
Ward Blenkinsop and Co Ltd
Original Assignee
Howards of Ilford Ltd
Ward Blenkinsop and Co 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 Howards of Ilford Ltd, Ward Blenkinsop and Co Ltd filed Critical Howards of Ilford Ltd
Priority to GB421252A priority Critical patent/GB743901A/en
Publication of GB743901A publication Critical patent/GB743901A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

The invention comprises 1:5 naphthyridine derivatives having alkoxy in 6-position, alkyl in 2-position and hydroxy in 4-position. They may be obtained by the reaction between a 6-alkoxy-3-amino-pyridin with an ester having, in one tautomeric form, the formula XO - CR1 = CR4.COOY in which X and R1 are H or an alkyl group, R4 is H or the group COOY and Y is an alkyl group, whereby a b -pyridylaminoacrylic ester is produced, and ring-closing by elimination of alcohol, hydrolysing the carboxylic ester group produced, when present, and decarboxylating if required. The 4-halogen derivative may be obtained by the action of known halogenating agents on the 4-hydroxy compound. In examples 6-n-alkoxy-3-aminopyridines are condensed with ethylacetoacetate- or ethoxymethylene malonic ester, to give the corresponding b -(6-alkoxy-pyridyl-3)-aminocrotonic ester or b - (6 - alkoxypyrid - 3 - ylamino) - a - carbethoxy acrylic ester, which products are cyclized by heating, hydrolysed if required, decarboxylated also if required and converted into the 4-chlor-1:5 naphthyridines having the 6-alkoxy group, to correspond, by means of POCl3. Intermediate products specified include 4-hydroxy - 6 - methoxy - 3 - carbethoxy 1:5-naphthyridine, and the corresponding 3-carboxylic acid.
GB421252A 1952-02-18 1952-02-18 Substituted pyridines and process for the production thereof Expired GB743901A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB421252A GB743901A (en) 1952-02-18 1952-02-18 Substituted pyridines and process for the production thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB421252A GB743901A (en) 1952-02-18 1952-02-18 Substituted pyridines and process for the production thereof

Publications (1)

Publication Number Publication Date
GB743901A true GB743901A (en) 1956-01-25

Family

ID=9772848

Family Applications (1)

Application Number Title Priority Date Filing Date
GB421252A Expired GB743901A (en) 1952-02-18 1952-02-18 Substituted pyridines and process for the production thereof

Country Status (1)

Country Link
GB (1) GB743901A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2389624A1 (en) * 1977-05-02 1978-12-01 Merck & Co Inc
JP2015086180A (en) * 2013-10-31 2015-05-07 日本化薬株式会社 1,5-naphthyridine derivative and insecticide comprising the same as active ingredient

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2389624A1 (en) * 1977-05-02 1978-12-01 Merck & Co Inc
JP2015086180A (en) * 2013-10-31 2015-05-07 日本化薬株式会社 1,5-naphthyridine derivative and insecticide comprising the same as active ingredient

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