• Name

  3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid

• EINECS 223-486-8
• CAS No. 3919-74-2
• Article Data13
• CAS DataBase
• Density 1.454 g/cm³
• Solubility
• Melting Point 202 °C
• Formula C₁₁H₇ClFNO₃
• Boiling Point 360.7 °C at 760 mmHg
• Molecular Weight 255.633
• Flash Point 171.9 °C
• Transport Information
• Appearance
• Safety 26-36/37/39-37/39-36
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• 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
• PSA 63.33000
• LogP 3.14070

Synthetic route

1239346-71-4

(3-(2-chloro-6-fluorophenyl)-5-methylisoxazol-4-yl)methanol

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
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%

51088-25-6

2-chloro-6-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride

105-45-3

acetoacetic acid methyl ester

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
With ethanol; triethylamine at 5℃;	72%

4415-09-2

methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
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;

387-45-1

2-chloro-6-fluorobenzaldehyde

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
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

51088-25-6

2-chloro-6-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
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

443-33-4

N-[(2-chloro-6-fluorophenyl)methylidene]hydroxylamine

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
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

387-45-1

2-chloro-6-fluorobenzaldehyde

105-45-3

acetoacetic acid methyl ester

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
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;

83817-51-0

ethyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
With water; sodium hydroxide In ethanol at 60℃; for 24h;

5250-39-5, 24223-74-3

floxacillin

A

124-38-9

carbon dioxide

B

5,5-dimethyl-thiazolidine-2,4-dicarboxlic acid

C

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

Conditions

Conditions	Yield
With potassium tellurite; sulfuric acid at 14.84℃; Kinetics; Thermodynamic data; Temperature;

...Expand

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride

Conditions

Conditions	Yield
With phosphorus pentachloride at 45℃; for 1h;	88%
With phosphorus pentachloride In toluene
With phosphorus pentachloride In toluene

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

4415-11-6

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxamide

Conditions

Conditions	Yield
(i) SOCl2, (ii) NH3, acetone; Multistep reaction;
Multi-step reaction with 2 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / Reflux 2: sodium carbonate; ammonium hydroxide / water; diethyl ether / 3.17 h / 0 - 25 °C View Scheme

56456-50-9

(2-chloro-6-fluorophenyl)methanol

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

1104461-35-9

(2-chloro-6-fluoro-phenyl)methyl N-(3-(2-chloro-6-fluoro-phenyl)-5-methyl-1,2-oxazol-4-yl)carbamate

Conditions

Conditions	Yield
With diphenyl phosphoryl azide; triethylamine In 1,4-dioxane Heating;

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

1391026-03-1

Prop-2-ynyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphorus pentachloride / 1 h / 45 °C 2: triethylamine / dichloromethane / 2 h / 0 - 20 °C View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

1391026-19-9

(1-(2-morpholino-2-oxoethyl)-1H-1,2,3-triazol-4-yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-caroboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 1 h / 45 °C 2: triethylamine / dichloromethane / 2 h / 0 - 20 °C 3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

1391026-20-2

(1-benzyl-1H-1,2,3-triazol-4-yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 1 h / 45 °C 2: triethylamine / dichloromethane / 2 h / 0 - 20 °C 3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

1391026-21-3

(1-(4-(1,3-dioxoisoindolin-2-yl)butyl)-1H-1,2,3-triazol-4-yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 1 h / 45 °C 2: triethylamine / dichloromethane / 2 h / 0 - 20 °C 3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

1391026-22-4

(1-butyl-1H-1,2,3-triazol-4yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 1 h / 45 °C 2: triethylamine / dichloromethane / 2 h / 0 - 20 °C 3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

1391026-23-5

(1-allyl-1H-1,2,3-triazol-4-yl)methyl 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4 carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus pentachloride / 1 h / 45 °C 2: triethylamine / dichloromethane / 2 h / 0 - 20 °C 3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

flushloxilin triethylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0.67 h / -5 - 0 °C 2.1: 30 - 35 °C 2.2: 1 h / -5 - 0 °C View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

1847-24-1

Flucloxacillin sodium

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 0.67 h / -5 - 0 °C 2.1: 30 - 35 °C 2.2: 1 h / -5 - 0 °C 3.1: sodium isooctanoate / acetone; water; ethyl acetate / 3 h / 20 - 25 °C View Scheme

3282-30-2

pivaloyl chloride

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

C16H15ClFNO4

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -5 - 0℃; for 0.666667h; Time;

120-78-5

di(benzothiazol-2-yl)disulfide

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

C18H10ClFN2O2S2

Conditions

Conditions	Yield
With triethylamine; triethyl phosphite In dichloromethane at 5 - 15℃; Large scale;

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carbothioamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / Reflux 2: sodium carbonate; ammonium hydroxide / water; diethyl ether / 3.17 h / 0 - 25 °C 3: Lawessons reagent / 1,4-dioxane / 4 h / Reflux View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

3-(2-chloro-6-fluorophenyl)-5-methyl-4-(thiazol-2-yl)isoxazole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / Reflux 2: sodium carbonate; ammonium hydroxide / water; diethyl ether / 3.17 h / 0 - 25 °C 3: Lawessons reagent / 1,4-dioxane / 4 h / Reflux 4: water / 24 h / Reflux View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

C11H9ClFN3O2

Conditions

Conditions	Yield
Stage #1: 3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid With thionyl chloride for 3h; Reflux; Stage #2: With hydrazine hydrate In 1,4-dioxane at 25℃; for 2h;

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

2-[3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazol-4-yl]-5-methyl-1,3,4-oxadiazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: thionyl chloride / 3 h / Reflux 1.2: 2 h / 25 °C 2.1: 6 h / 140 °C / Microwave irradiation View Scheme

2682-49-7

thiazolidine-2-one

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

C14H10ClFN2O3S

Conditions

Conditions	Yield
Stage #1: 3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.333333h; Stage #2: thiazolidine-2-one In dichloromethane at 20℃;

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

C19H14ClFN2O3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 40 °C 2: potassium carbonate / toluene / 0.42 h / 40 °C / Microwave irradiation View Scheme

3919-74-2

3-(2-chloro-6-flourophenyl)-5-methyl-isoxazole-4-carboxylic acid

C20H16ClFN2O3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 40 °C 2: potassium carbonate / toluene / 0.42 h / 40 °C / Microwave irradiation View Scheme

3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid Chemical Properties

Product Name:3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid
CAS No:3919-74-2
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
Molecular Formula:C₁₁H₇ClFNO₃
Formula Weight:255.63
Melting Point:202 °C
Molecular Structure:

3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carboxylic acid Safety Profile