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CAS No.: | 3919-74-2 |
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Name: | 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid |
Article Data: | 13 |
Molecular Structure: | |
Formula: | C11H7ClFNO3 |
Molecular Weight: | 255.633 |
Synonyms: | 3-(2-CHLORO-6-FLUOROPHENYL)-5-METHYLISOXAZOLE-4-CARBOXYLIC ACID;LABOTEST-BB LT00454096;RARECHEM AL BO 0550;3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonitrile-4-carboxylicacid;3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid 97%;3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylicacid97%;3-(2-CHLORO-6-FLUOROPHENYL)-5-METHYLISOXAZOLE-4-CARBOXYLIC A;3-(2-Chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarboxic Acid |
EINECS: | 223-486-8 |
Density: | 1.454 g/cm3 |
Melting Point: | 202 °C |
Boiling Point: | 360.7 °C at 760 mmHg |
Flash Point: | 171.9 °C |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36/37/39-37/39-36 |
PSA: | 63.33000 |
LogP: | 3.14070 |
(3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl)methanol
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
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Stage #1: (3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl)methanol With potassium permanganate; disodium hydrogenphosphate In methanol; water at 25℃; Continuous flow conditions; Sonication; Stage #2: With hydrogenchloride; sodium thiosulfate; sodium chloride In methanol; water; ethyl acetate | 87% |
2-chloro-6-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride
acetoacetic acid methyl ester
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
---|---|
With ethanol; triethylamine at 5℃; | 72% |
methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
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With potassium hydroxide In ethanol | |
With water; sodium hydroxide In methanol for 1h; pH=11 - 13; Reflux; | |
With water; sodium hydroxide In ethanol at 60℃; for 24h; | |
With sodium hydroxide In water for 3h; |
2-chloro-6-fluorobenzaldehyde
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: (i) NH2OH, (ii) Cl2, CHCl3, (iii) /BRN= 506727/, MeOH 2: aq. KOH / ethanol View Scheme | |
Multi-step reaction with 4 steps 1.1: hydroxylamine sulfate / methanol / 0.5 h 1.2: 0.5 h / pH 8 - 9 / Reflux 2.1: chlorine / methanol / 0 - 5 °C 3.1: sodium hydroxide / methanol / 0.5 h / 0 - 5 °C / pH 10 3.2: 2 h / 0 - 20 °C / pH 9 4.1: water; sodium hydroxide / methanol / 1 h / pH 11 - 13 / Reflux View Scheme | |
Multi-step reaction with 3 steps 1: sodium carbonate; hydroxylamine hydrochloride / ethanol; water / 2 h / 20 °C 2: pyridine; N-chloro-succinimide / chloroform / 1.5 h / 20 °C 3: ethanol; triethylamine / 5 °C View Scheme |
2-chloro-6-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: sodium hydroxide / methanol / 0.5 h / 0 - 5 °C / pH 10 1.2: 2 h / 0 - 20 °C / pH 9 2.1: water; sodium hydroxide / methanol / 1 h / pH 11 - 13 / Reflux View Scheme |
N-[(2-chloro-6-fluorophenyl)methylidene]hydroxylamine
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: chlorine / methanol / 0 - 5 °C 2.1: sodium hydroxide / methanol / 0.5 h / 0 - 5 °C / pH 10 2.2: 2 h / 0 - 20 °C / pH 9 3.1: water; sodium hydroxide / methanol / 1 h / pH 11 - 13 / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: pyridine; N-chloro-succinimide / chloroform / 1.5 h / 20 °C 2: ethanol; triethylamine / 5 °C View Scheme |
2-chloro-6-fluorobenzaldehyde
acetoacetic acid methyl ester
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
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Stage #1: 2-chloro-6-fluorobenzaldehyde With hydroxylamine sulfate In methanol at 20 - 40℃; for 1h; Stage #2: With chlorine; sodium carbonate; triethylamine In methanol at 0 - 20℃; for 24h; pH=~ 9.5; Inert atmosphere; Stage #3: acetoacetic acid methyl ester With sodium carbonate In methanol pH=~ 7 - 7.5; |
ethyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
---|---|
With water; sodium hydroxide In ethanol at 60℃; for 24h; |
floxacillin
A
carbon dioxide
C
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
---|---|
With potassium tellurite; sulfuric acid at 14.84℃; Kinetics; Thermodynamic data; Temperature; |
3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid
Conditions | Yield |
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With phosphorus pentachloride at 45℃; for 1h; | 88% |
With phosphorus pentachloride In toluene | |
With phosphorus pentachloride In toluene |
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