GB637400A - Nitroolefine derivatives of malonic esters and process for preparing same - Google Patents

Nitroolefine derivatives of malonic esters and process for preparing same

Info

Publication number
GB637400A
GB637400A GB2477547A GB2477547A GB637400A GB 637400 A GB637400 A GB 637400A GB 2477547 A GB2477547 A GB 2477547A GB 2477547 A GB2477547 A GB 2477547A GB 637400 A GB637400 A GB 637400A
Authority
GB
United Kingdom
Prior art keywords
nitro
ester
malonic
give
nitroolefine
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
GB2477547A
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.)
CARL TABB BAHNER
Original Assignee
CARL TABB BAHNER
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 CARL TABB BAHNER filed Critical CARL TABB BAHNER
Priority to GB2477547A priority Critical patent/GB637400A/en
Publication of GB637400A publication Critical patent/GB637400A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/50—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C205/51—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06—Preparation of nitro compounds
    • C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/50—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C205/53—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Aliphatic nitro substituted malonic esters of the general formula <FORM:0637400/IV (b)/1> where R1 and R2 are alkyl radicals having not more than 8 carbon atoms, R3, R4 and R5 may be hydrogen or said alkyl radicals and R6 may be hydrogen, aryl or said alkyl are prepared by reacting an aliphatic nitroolefine of the formula <FORM:0637400/IV (b)/2> with the appropriate malonic ester in the presence of an alkaline material such as an alkali metal in the presence or absence of a solvent. The product may be isolated by acidifying, e.g. with acetic acid to neutralize the sodium derivative. In examples: (1) the sodium derivative of diethyl malonate is reacted with 3-nitro-3-hexene to give the diethyl ester of (2-nitro-1-ethylbutyl) malonic acid; (2) 2-nitro-1 butene is used as the nitroolefine in (1) to give (2-nitrobutyl) malonic ester; (3) 1-nitro-1-pentene is used as the nitroolefine to give 2-nitro-1-propylethyl malonic ester; (4) the sodium derivative of ethyl diethyl malonate is reacted with 2-nitro-1-butene to give (2-nitrobutyl) (ethyl) malonic ethyl ester; (5) 1-nitro-2-methylpropene is used as the nitroolefine in (1) to give nitrotertiarybutyl malonic ethyl ester and (6) the sodium derivative of phenylmalonic ethyl ester is reacted with 2-nitro-1-butene to give (2-nitrobutyl) (phenyl) malonic ethyl ester. Other specified products are 2-nitroethylmalonic ethyl ester, 2-nitro-1-methylethylmalonic butyl ester, 2-nitropropylmalonic propyl ester and 2-nitro-1-propylethylmalonic pentyl ester.
GB2477547A 1947-09-09 1947-09-09 Nitroolefine derivatives of malonic esters and process for preparing same Expired GB637400A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2477547A GB637400A (en) 1947-09-09 1947-09-09 Nitroolefine derivatives of malonic esters and process for preparing same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2477547A GB637400A (en) 1947-09-09 1947-09-09 Nitroolefine derivatives of malonic esters and process for preparing same

Publications (1)

Publication Number Publication Date
GB637400A true GB637400A (en) 1950-05-17

Family

ID=10217060

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2477547A Expired GB637400A (en) 1947-09-09 1947-09-09 Nitroolefine derivatives of malonic esters and process for preparing same

Country Status (1)

Country Link
GB (1) GB637400A (en)

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