GB855193A - Improvements in or relating to the manufacture of derivatives of nitrofurfuraldehyde - Google Patents
Improvements in or relating to the manufacture of derivatives of nitrofurfuraldehydeInfo
- Publication number
- GB855193A GB855193A GB7987/57A GB798757A GB855193A GB 855193 A GB855193 A GB 855193A GB 7987/57 A GB7987/57 A GB 7987/57A GB 798757 A GB798757 A GB 798757A GB 855193 A GB855193 A GB 855193A
- Authority
- GB
- United Kingdom
- Prior art keywords
- semicarbazone
- furfuraldehyde
- nitro
- arsonophenyl
- potassium
- 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
- XPEJRQSXLRKGBZ-UHFFFAOYSA-N 3-nitrofuran-2-carbaldehyde Chemical class [O-][N+](=O)C=1C=COC=1C=O XPEJRQSXLRKGBZ-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 3
- 229910052700 potassium Inorganic materials 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 150000007659 semicarbazones Chemical class 0.000 abstract 3
- 229910052708 sodium Inorganic materials 0.000 abstract 3
- 208000003495 Coccidiosis Diseases 0.000 abstract 2
- 241000287828 Gallus gallus Species 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 206010023076 Isosporiasis Diseases 0.000 abstract 2
- BJPZIHHDKZVBOB-UHFFFAOYSA-N [4-[[(5-nitrofuran-2-yl)methylideneamino]carbamoylamino]phenyl]arsonic acid Chemical compound C1=CC([As](O)(=O)O)=CC=C1NC(=O)NN=CC1=CC=C([N+]([O-])=O)O1 BJPZIHHDKZVBOB-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000003863 ammonium salts Chemical class 0.000 abstract 2
- 235000013330 chicken meat Nutrition 0.000 abstract 2
- 231100000252 nontoxic Toxicity 0.000 abstract 2
- 230000003000 nontoxic effect Effects 0.000 abstract 2
- 239000011591 potassium Substances 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- SXINBFXPADXIEY-UHFFFAOYSA-N 5-Nitrofurfural Chemical compound [O-][N+](=O)C1=CC=C(C=O)O1 SXINBFXPADXIEY-UHFFFAOYSA-N 0.000 abstract 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 abstract 1
- 241000272496 Galliformes Species 0.000 abstract 1
- LKMJNJFYUBOSJZ-UHFFFAOYSA-N [4-(hydrazinecarbonylamino)phenyl]arsonic acid Chemical compound [As](=O)(O)(O)C1=CC=C(C=C1)NC(NN)=O LKMJNJFYUBOSJZ-UHFFFAOYSA-N 0.000 abstract 1
- LPYIXHHGKPBPCF-UHFFFAOYSA-N acetic acid;5-nitrofuran-2-carbaldehyde Chemical compound CC(O)=O.CC(O)=O.[O-][N+](=O)C1=CC=C(C=O)O1 LPYIXHHGKPBPCF-UHFFFAOYSA-N 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 239000000908 ammonium hydroxide Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Substances [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Substances [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/66—Arsenic compounds
- C07F9/70—Organo-arsenic compounds
- C07F9/74—Aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
- C07D307/70—Nitro radicals
- C07D307/71—Nitro radicals attached in position 5
- C07D307/72—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2
- C07D307/74—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by hydrazino or hydrazono or such substituted radicals
- C07D307/76—Nitro radicals attached in position 5 with hydrocarbon radicals, substituted by nitrogen-containing radicals, attached in position 2 by hydrazino or hydrazono or such substituted radicals having carbonic acyl radicals or their thio or nitrogen analogues directly attached to the hydrazino or hydrazono radical, e.g. semicarbazides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Fodder In General (AREA)
Abstract
The invention comprises 5-nitro-furfuraldehyde-4-(p-arsonophenyl) semicarbazone of formula: <FORM:0855193/IV(b)/1> and its non-toxic water soluble salts, especially the sodium, potassium and ammonium salts. The semicarbazone may be prepared by reacting 4-(p-arsonophenyl)-semicarbazide or a semicarbazone thereof formed by reaction with an aldehyde, with 5-nitro-furfuraldehyde or a functional derivative thereof in the presence of a strong acid. 5-nitro-furfuraldehyde diacetate is specified as a suitable functional derivative, and hydrochloric acid as the strong acid. The water-soluble salts may be prepared by reacting the semicarbazone so prepared with an alkali such as sodium, potassium or ammonium hydroxide. The compounds of the invention may be used for treating coccidiosis in chickens (see Group VI).ALSO:Compositions for treating coccidiosis in fowls comprise 5 - nitro-furfuraldehyde - 4 - (p-arsonophenyl) semicarbazone of formula: <FORM:0855193/VI/1> or its non-toxic water soluble salts (especially sodium, potassium and ammonium salts) in aqueous solution or mixed in chicken feed.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US855193XA | 1956-04-09 | 1956-04-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB855193A true GB855193A (en) | 1960-11-30 |
Family
ID=22192152
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7987/57A Expired GB855193A (en) | 1956-04-09 | 1957-03-11 | Improvements in or relating to the manufacture of derivatives of nitrofurfuraldehyde |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB855193A (en) |
-
1957
- 1957-03-11 GB GB7987/57A patent/GB855193A/en not_active Expired
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