GB1395433A - Preparation of malonic acid derivatives - Google Patents

Preparation of malonic acid derivatives

Info

Publication number
GB1395433A
GB1395433A GB2586473A GB2586473A GB1395433A GB 1395433 A GB1395433 A GB 1395433A GB 2586473 A GB2586473 A GB 2586473A GB 2586473 A GB2586473 A GB 2586473A GB 1395433 A GB1395433 A GB 1395433A
Authority
GB
United Kingdom
Prior art keywords
ester
malonic acid
acid
orthoformic
reaction
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
GB2586473A
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.)
Dynamit Nobel AG
Original Assignee
Dynamit Nobel AG
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
Priority claimed from DE19722227651 external-priority patent/DE2227651C3/en
Application filed by Dynamit Nobel AG filed Critical Dynamit Nobel AG
Publication of GB1395433A publication Critical patent/GB1395433A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)

Abstract

1395433 Pyridylaminomethylene malonic acid derivatives DYNAMIT NOBEL AG 30 May 1973 [7 June 1972] 25864/73 Heading C2C Pyridylaminomethylene malonic acid derivatives are obtained by reacting in a single stage and in the absence of acetic anhydride and zinc chloride at 60‹ to 160‹ C. an optionally alkylsubstituted aminopyridine with a malonic acid derivative (e.g. a diester or a cyanoacetic acid ester) and a stoichiometric excess of an orthoformic acid ester. The process is exemplified by the reaction wherein R, R<SP>1</SP> and R<SP>11</SP> are the same or different alkyl groups and R may also be a hydrogen atom. The preferred aminopyridine: malonic acid derivative: orthoformic acid ester molar ratio is from 1 : 1 : 2 to 1 : 1À5 : 5 and the reaction is preferably effected under superatmospheric pressure, the alcohol formed in the reaction generally being removed by distillation. Examples describe the reaction of 2-aminopyridine and 2-amino-6-methyl-pyridine with malonic acid diethyl ester and orthoformic acid triethyl ester, of 2-amino-6-methylpyridine with cyanoacetic acid ethyl ester and orthoformic acid triethyl ester and of 2-amino-6-methylpyridine with malonic acid dimethyl ester and orthoformic acid trimethyl ester. The products are bacteriostatic.
GB2586473A 1972-06-07 1973-05-30 Preparation of malonic acid derivatives Expired GB1395433A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19722227651 DE2227651C3 (en) 1972-06-07 Process for the preparation of pyridyl-2-aminomethylene malonic acid derivatives

Publications (1)

Publication Number Publication Date
GB1395433A true GB1395433A (en) 1975-05-29

Family

ID=5847047

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2586473A Expired GB1395433A (en) 1972-06-07 1973-05-30 Preparation of malonic acid derivatives

Country Status (8)

Country Link
JP (1) JPS6213348B2 (en)
BE (1) BE799919A (en)
CA (1) CA1010877A (en)
CH (1) CH577970A5 (en)
ES (1) ES415603A1 (en)
FR (1) FR2187783B1 (en)
GB (1) GB1395433A (en)
IT (1) IT1045530B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5218704B2 (en) * 1972-12-29 1977-05-24
JPH06109243A (en) * 1992-09-24 1994-04-19 Samuson:Kk Boiler combustion control method

Also Published As

Publication number Publication date
JPS6213348B2 (en) 1987-03-25
JPS4954381A (en) 1974-05-27
CA1010877A (en) 1977-05-24
FR2187783A1 (en) 1974-01-18
CH577970A5 (en) 1976-07-30
BE799919A (en) 1973-09-17
FR2187783B1 (en) 1977-02-11
IT1045530B (en) 1980-05-10
DE2227651A1 (en) 1973-12-20
ES415603A1 (en) 1976-01-16
DE2227651B2 (en) 1977-03-10

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee