GB691800A - Improvements in the preparation of 1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone-n-phosphoric acid dialkyl-, dihaloalkyl- or diaralkyl-esters - Google Patents
Improvements in the preparation of 1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone-n-phosphoric acid dialkyl-, dihaloalkyl- or diaralkyl-estersInfo
- Publication number
- GB691800A GB691800A GB24163/50A GB2416350A GB691800A GB 691800 A GB691800 A GB 691800A GB 24163/50 A GB24163/50 A GB 24163/50A GB 2416350 A GB2416350 A GB 2416350A GB 691800 A GB691800 A GB 691800A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dimethyl
- pyrazolone
- phenyl
- amino
- phosphoric acid
- 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
- 229910000147 aluminium phosphate Inorganic materials 0.000 title 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 title 1
- RLFWWDJHLFCNIJ-UHFFFAOYSA-N 4-aminoantipyrine Chemical compound CN1C(C)=C(N)C(=O)N1C1=CC=CC=C1 RLFWWDJHLFCNIJ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- KKUKTXOBAWVSHC-UHFFFAOYSA-N Dimethylphosphate Chemical compound COP(O)(=O)OC KKUKTXOBAWVSHC-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal acetate Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical group CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 abstract 1
- UCQFCFPECQILOL-UHFFFAOYSA-N diethyl hydrogen phosphate Chemical compound CCOP(O)(=O)OCC UCQFCFPECQILOL-UHFFFAOYSA-N 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000006386 neutralization reaction Methods 0.000 abstract 1
- 150000003014 phosphoric acid esters Chemical class 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
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/65031—Five-membered rings having the nitrogen atoms in the positions 1 and 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention comprises compounds of the formula <FORM:0691800/IV (b)/1> wherein R is an alkyl, haloalkyl or aralkyl radical. They are obtained by reacting 1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone with mono-halides of dialkyl, di-(haloalkyl) or diaralkyl phosphoric acid esters, the hydrogen halide formed in the reaction being neutralized, e.g. with an alkali metal acetate in methanol solution. Excess 1 - phenyl - 2,3 - dimethyl - 4 - amino - 5 - pyrazolone may also be used for neutralization. Examples described the reaction of 1 - phenyl - 2,3 - dimethyl - 4 - amino - 5 - pyrazolone with (1) dimethyl phosphoric acid ester chloride; (2) diethyl phosphoric acid ester chloride. Compounds of the above general formula where R represents n-propyl, isopropyl, n-butyl, isobutyl, isoamyl, chlorethyl, and benzyl radicals are prepared similarly. Specification 593,480 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE691800X | 1949-10-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB691800A true GB691800A (en) | 1953-05-20 |
Family
ID=6601939
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB24163/50A Expired GB691800A (en) | 1949-10-05 | 1950-10-03 | Improvements in the preparation of 1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone-n-phosphoric acid dialkyl-, dihaloalkyl- or diaralkyl-esters |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB691800A (en) |
-
1950
- 1950-10-03 GB GB24163/50A patent/GB691800A/en not_active Expired
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