GB744961A - Unsaturated nitro thiophene derivatives - Google Patents

Unsaturated nitro thiophene derivatives

Info

Publication number
GB744961A
GB744961A GB3035953A GB3035953A GB744961A GB 744961 A GB744961 A GB 744961A GB 3035953 A GB3035953 A GB 3035953A GB 3035953 A GB3035953 A GB 3035953A GB 744961 A GB744961 A GB 744961A
Authority
GB
United Kingdom
Prior art keywords
nitro
give
thienyl
acrolein
acetic anhydride
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
GB3035953A
Inventor
Gino Carrara
Renato Ettorre
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.)
Gruppo Lepetit SpA
Original Assignee
Lepetit SpA
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 Lepetit SpA filed Critical Lepetit SpA
Priority to GB3035953A priority Critical patent/GB744961A/en
Publication of GB744961A publication Critical patent/GB744961A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/42—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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 with nitro or nitroso radicals directly attached to ring carbon atoms
    • C07D333/44—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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 with nitro or nitroso radicals directly attached to ring carbon atoms attached in position 5

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Compounds Containing Sulfur Atoms (AREA)

Abstract

The invention comprises compounds of the formula <FORM:0744961/IV(a)/1> wherein R is hydrogen or halogen, Z is a hydroxy group or a lower aliphatic alkoxy group of 1 to 8 carbon atoms or an amino group, or R and Z are both hydrogen, also a compound of the formula <FORM:0744961/IV(a)/2> The above acids in which Z is a hydroxy group may be made by oxidizing the corresponding aldehydes and may in turn be converted into the esters or amides. In examples (1) acetaldehyde is added to 5-nitro-2-thiophenealdehyde alcoholic potassium hydroxide is added followed by an excess of acetic anhydride and the mixture is heated to give 5-nitro-2-thienyl acrolein, reaction of this with acetic anhydride in the presence of sulphuric acid gives 5-nitro-2-thienyl acrolein diacetate of the formula given above; (2) 5-nitro-2-thiophenealdehyde is reacted with sodium acetate and acetic anhydride to give 5-nitro-2-thiopheneacrylic acid which is esterified to give the ethyl ester or treated with phosphorus pentachloride followed by ammonia to give the amide, and (3) a -bromo - b - (5 - nitro - 2 - thenyl) - acrolein is oxidized with chromium trioxide to a -bromo-b -(5-nitro-2-thienyl) acrylic acid which is converted into the corresponding ethyl ester and amide.
GB3035953A 1953-11-03 1953-11-03 Unsaturated nitro thiophene derivatives Expired GB744961A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3035953A GB744961A (en) 1953-11-03 1953-11-03 Unsaturated nitro thiophene derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3035953A GB744961A (en) 1953-11-03 1953-11-03 Unsaturated nitro thiophene derivatives

Publications (1)

Publication Number Publication Date
GB744961A true GB744961A (en) 1956-02-15

Family

ID=10306409

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3035953A Expired GB744961A (en) 1953-11-03 1953-11-03 Unsaturated nitro thiophene derivatives

Country Status (1)

Country Link
GB (1) GB744961A (en)

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