GB744961A - Unsaturated nitro thiophene derivatives - Google Patents
Unsaturated nitro thiophene derivativesInfo
- 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
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.
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) |
-
1953
- 1953-11-03 GB GB3035953A patent/GB744961A/en not_active Expired
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