112811-65-1

Basic information

• Product Name: 2,4,5-Trifluoro-3-methoxybenzoic acid
• Synonyms: 3-Methoxyl-2,4,5-TrfluorbenzylAcid;3-METHOXY-2,4,5-TRIFLUOROBENZOYL CHLORIDE;3-Methoxy-2,4,5-trifluoroenzoic acid;2,4,5-Tetrafluoro-3-methoxybenzoic acid;3-Menthoxy-2,4,5-TrifluorobenzoicAcid/2,4,5-Trifluoro-3-MethoxybenzoicAcid;2,4,5-Trifluoro-3-Methoxy;3-Methoxy-2,4,5-trifluorobenzoic acid 98%;3-Methoxy-2,4,5-trifluorobenzoicacid98%
• CAS NO: 112811-65-1
• Molecular Formula: C₈H₅F₃O₃
• Molecular Weight: 224.56
• EINECS: -0
• Product Categories: Benzoic acid;API intermediates;C8;Carbonyl Compounds;Carboxylic Acids;Aryl Fluorinated Building Blocks;Building Blocks;C7-C8;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 112811-65-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 105-112 °C(lit.)
• Boiling Point: 284.3 °C at 760 mmHg
• Flash Point: 126 °F
• Appearance: white to light yellow crystal powder
• Density: 1.472 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.296mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.75±0.10(Predicted)
• BRN: 7428474
• CAS DataBase Reference: 2,4,5-Trifluoro-3-methoxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,5-Trifluoro-3-methoxybenzoic acid(112811-65-1)
• EPA Substance Registry System: 2,4,5-Trifluoro-3-methoxybenzoic acid(112811-65-1)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39-45-36
• RIDADR: UN 1760 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 112811-65-1(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

2,4,5-Trifluoro-3-methoxybenzoic acid may be used as a precursor for the preparation of quinolone derivatives. It may also be used to synthesize 1-(carboxymethyl)-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid and triaqua (1,10-phenanthroline-κ2N, N′)(2, 4, 5-trifluoro-3-methoxybenzoato-κO1) cobalt (II) 2, 4, 5-trifluoro-3-methoxybenzoate.

General Description

2,4,5-Trifluoro-3-methoxybenzoic acid readily forms organotin(IV) complexes.

InChI:InChI=1/C8H5ClF2O/c1-4-6(10)3-2-5(7(4)11)8(9)12/h2-3H,1H3

Synthetic route

Tri-n-octylamine (1116-76-3) + 4-methoxy-3,5,6-trifluorophthalic acid (28889-41-0) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
With sodium hydroxide	87%

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + carbonic acid dimethyl ester (616-38-6) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
With potassium dihydrogenphosphate; N-ethyl-N,N-diisopropylamine In water at 170℃; for 8h; Reagent/catalyst; Solvent; Temperature; Autoclave;	85.2%
Stage #1: 2,4,5-trifluoro-3-hydroxybenzoic acid; carbonic acid dimethyl ester With sodium hydroxide at 55 - 60℃; for 2h; pH=8 - 10; Large scale; Stage #2: With hydrogenchloride In water at 35℃; Large scale;	85%

methyl 3-methoxy-2,4,5-trifluorobenzoate (136897-64-8) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
With sodium hydroxide In methanol for 3h; Ambient temperature;	61%
With sodium hydroxide In methanol

2,4,5-trifluoro-3-methoxy-benzamide (112811-64-0) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
With sodium hydroxide In water
With sulfuric acid
With sulfuric acid at 100℃; for 3.5h;

3-methoxy-2,4,5-trifluorobenzonitrile (112811-63-9) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
With sulfuric acid; sodium nitrite In water
Multi-step reaction with 2 steps 1: sulfuric acid; water / 1 h / 110 °C 2: sulfuric acid / 3.5 h / 100 °C View Scheme

1-bromo-2,4,5-trifluoro-3-methoxybenzene (13332-24-6) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: 1-methyl-pyrrolidin-2-one / 4.5 h / 140 - 150 °C 2: sulfuric acid; water / 1 h / 110 °C 3: sulfuric acid / 3.5 h / 100 °C View Scheme

N-methyl-tetrafluorophthalimide (33795-85-6) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide / 10 h / Reflux 1.2: 8 h / 70 - 105 °C 2.1: 2 h / 35 - 80 °C / pH 8.55 - > 12 / Alkaline conditions View Scheme
Multi-step reaction with 4 steps 1: sodium hydroxide; zinc(II) chloride / water / 8 h / 100 °C / Large scale 2: hydrogenchloride / Reflux 3: sodium hydroxide / 2 h / 55 - 60 °C / pH 8 - 10 4: hydrogenchloride / water View Scheme
Multi-step reaction with 3 steps 1.1: water; zinc(II) chloride; sodium hydroxide / 8 h / 100 °C / Large scale 2.1: hydrogenchloride / water / Reflux 3.1: sodium hydroxide / 2 h / 55 - 60 °C / pH 8 - 10 / Large scale 3.2: 35 °C / Large scale View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + dimethyl sulfate (77-78-1) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
at 35 - 80℃; for 2h; pH=8.55 - > 12; Temperature; pH-value; Alkaline conditions;

3,4,5,6-tetrafluorophthalic acid (652-03-9) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide / water / 9 h / 90 °C 1.2: 7 h / 140 °C / 7500.75 Torr / pH 1 2.1: N-ethyl-N,N-diisopropylamine; potassium dihydrogenphosphate / water / 8 h / 170 °C / Autoclave View Scheme

C8F3O5(3-)*3Na(1+) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / Reflux 2: sodium hydroxide / 2 h / 55 - 60 °C / pH 8 - 10 3: hydrogenchloride / water View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / 2 h / 55 - 60 °C / pH 8 - 10 2: hydrogenchloride / water View Scheme

C8H4F3O3(1-)*Na(1+) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
With hydrogenchloride In water	818.86 mg

3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → 2,4,5-trifluoro-3-methoxybenzoyl chloride (112811-66-2)

Conditions	Yield
With thionyl chloride for 2h; Reflux;	100%
With thionyl chloride; sodium chloride In ethyl acetate Reflux;	98%
With phosgene In dichloromethane at 40℃; for 5h; Solvent; Temperature;	98.7%

3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → 2,4,5-trifluoro-3-methoxy-benzamide (112811-64-0)

Conditions	Yield
Stage #1: 3-methoxy-2,4,5-trifluorobenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.5h; Stage #2: With ammonia In dichloromethane at 0℃; for 2h;	100%
Multi-step reaction with 2 steps 1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 h / 20 °C 2: ammonia / tetrahydrofuran / 1.17 h / -50 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere 2: ammonium hydroxide / dichloromethane / 2.5 h / 0 - 20 °C View Scheme

ethanol (64-17-5) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → ethyl 2,4,5-trifluoro-3-methoxybenzoate (351354-45-5)

Conditions	Yield
With sulfuric acid at 80℃; for 18h;	99%
With sulfuric acid at 80℃; for 18h;	99%
With sulfuric acid for 20h; Heating / reflux;	91%

2-methoxyphenyl 2-chloroacetate (30287-15-1) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → C17H12ClF3O5 (1434871-02-9)

Conditions	Yield
With methanesulfonic acid; phosphorus pentoxide at 50℃; for 14h; Friedel-Crafts Acylation; Inert atmosphere;	90%
With eaton’s reagent at 60℃;	90%

triphenyltin chloride (639-58-7) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → [(triphenyltin)(2,4,5-trifluoro-3-methoxybenzoic acid(-H)(1-))]

Conditions	Yield
With sodium ethoxide In benzene (N2); organic ligand, sodium ethoxide added in benzene to a Schlenk flask; stirred for 10 min; triphenyltin chloride added to mixt. (in 1:1:1 molar ratio); stirred for 12 h at 40°C; filtered; filtrate gradually evapd.; recrystallized from ether-petroleum; elem. anal.;	88%

trimethyltin(IV)chloride (1066-45-1) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → [(trimethyltin)(2,4,5-trifluoro-3-methoxybenzoic acid(-H)(1-))]n (919299-24-4)

Conditions	Yield
With sodium ethoxide In benzene (N2); organic ligand, sodium ethoxide added in benzene to a Schlenk flask; stirred for 10 min; trimethyltin chloride added to mixt. (in 1:1:1 molar ratio); stirred for 12 h at 40°C; filtered; filtrate gradually evapd.; recrystallized from ether-petroleum; elem. anal.;	87%

dimethyltin dichloride (753-73-1) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → [(dimethyltin)(2,4,5-trifluoro-3-methoxybenzoic acid(-H)(1-))2]

Conditions	Yield
With sodium ethoxide In benzene (N2); organic ligand, sodium ethoxide added in benzene to a Schlenk flask; stirred for 10 min; dimethyltin dichloride added to mixt. (in 2:2:1 molar ratio); stirred for 12 h at 40°C; filtered; filtrate gradually evapd.; recrystallized from ether-petroleum; elem. anal.;	85%

dibenzyltin(IV) dichloride (3002-01-5) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → [(dibenzyltin)(2,4,5-trifluoro-3-methoxybenzoic acid(-H)(1-))2]

Conditions	Yield
With sodium ethoxide In benzene (N2); organic ligand, sodium ethoxide added in benzene to a Schlenk flask; stirred for 10 min; dibenzyltin dichloride added to mixt. (in 2:2:1 molar ratio); stirred for 12 h at 40°C; filtered; filtrate gradually evapd.; recrystallized from ether-petroleum; elem. anal.;	85%

diphenyltin(IV) dichloride (1135-99-5) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → [(diphenyltin)(2,4,5-trifluoro-3-methoxybenzoic acid(-H)(1-))2]

Conditions	Yield
With sodium ethoxide In benzene (N2); organic ligand, sodium ethoxide added in benzene to a Schlenk flask; stirred for 10 min; diphenyltin dichloride added to mixt. (in 2:2:1 molar ratio); stirred for 12 h at 40°C; filtered; filtrate gradually evapd.; recrystallized from ether-petroleum; elem. anal.;	83%

ethyl (E)-3-(dimethylamino)acrylate (1117-37-9) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → Ethyl 3-dimethylamino-2-(3-methoxy-2,4,5-trifluorobenzoyl) acrylate (121577-35-3)

Conditions	Yield
With thionyl chloride; triethylamine In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene	81.6%

6-chloronicotinylaldehyde (23100-12-1) + 12-(tert-butoxycarbonylamino)dodecylisocyanide (1026147-10-3) + 2,4-Dimethoxybenzylamine (20781-20-8) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → tert-butyl 12-(2-(N-(2,4-dimethoxybenzyl)-2,4,5-trifluoro-3-methoxybenzamido)-2-(6-chloropyridin-3-yl)acetamido)dodecylcarbamate (1026147-15-8)

Conditions	Yield
Stage #1: 6-chloronicotinylaldehyde; 2,4-Dimethoxybenzylamine at 20℃; for 0.416667h; Stage #2: 12-(tert-butoxycarbonylamino)dodecylisocyanide; 3-methoxy-2,4,5-trifluorobenzoic acid at 60℃; for 0.5h; Further stages.;	81%

dibutyltin chloride (683-18-1) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → [(di-n-butyltin)(2,4,5-trifluoro-3-methoxybenzoic acid(-H)(1-))2]

Conditions	Yield
With sodium ethoxide In benzene (N2); organic ligand, sodium ethoxide added in benzene to a Schlenk flask; stirred for 10 min; di-n-butyltin dichloride added to mixt. (in 2:2:1molar ratio); stirred for 12 h at 40°C; filtered; filtrate gradually evapd.; recrystallized from ether-petroleum; elem. anal.;	80%

di(n-butyl)tin oxide (818-08-6) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → C64H88F12O14Sn4*C64H88F12O14Sn4

Conditions	Yield
In ethanol at 50 - 65℃; for 18h; Temperature; Time;	80%

tributyltin chloride (1461-22-9) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → [(tri-n-butyltin)(2,4,5-trifluoro-3-methoxybenzoic acid(-H)(1-))]n (919299-25-5)

Conditions	Yield
With sodium ethoxide In benzene (N2); organic ligand, sodium ethoxide added in benzene to a Schlenk flask; stirred for 10 min; tri-n-butyltin chloride added to mixt. (in 1:1:1 molar ratio); stirred for 12 h at 40°C; filtered; filtrate gradually evapd.; recrystallized from ether-petroleum; elem. anal.;	78%

tribenzyltin(IV) chloride (3151-41-5) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → [(tribenzyltin)(2,4,5-trifluoro-3-methoxybenzoic acid(-H)(1-))]

Conditions	Yield
With sodium ethoxide In benzene (N2); organic ligand, sodium ethoxide added in benzene to a Schlenk flask; stirred for 10 min; tribenzyltin chloride added to mixt. (in 1:1:1 molar ratio); stirred for 12 h at 40°C; filtered; filtrate gradually evapd.; recrystallized from ether-petroleum; elem. anal.;	77%

N-(2,6-dimethoxyphenyl)acetamide (131157-26-1) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → C18H16F3NO5 (1434871-04-1)

Conditions	Yield
With methanesulfonic acid; phosphorus pentoxide at 50℃; for 14h; Friedel-Crafts Acylation; Inert atmosphere;	76%

piperonal (120-57-0) + 12-(tert-butoxycarbonylamino)dodecylisocyanide (1026147-10-3) + 2,4-Dimethoxybenzylamine (20781-20-8) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → tert-butyl 12-(2-(N-(2,4-dimethoxybenzyl)-2,4,5-trifluoro-3-methoxybenzamido)-2-(benzo[d][1,3]dioxol-5-yl)acetamido)dodecylcarbamate (1026147-16-9)

Conditions	Yield
Stage #1: piperonal; 2,4-Dimethoxybenzylamine at 20℃; for 0.416667h; Stage #2: 12-(tert-butoxycarbonylamino)dodecylisocyanide; 3-methoxy-2,4,5-trifluorobenzoic acid at 60℃; for 0.6h; Further stages.;	74%

3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) + tert-butyl alcohol (75-65-0) → tert-butyl (2,4,5-trifluoro-3-methoxyphenyl)carbamate

Conditions	Yield
With diphenyl phosphoryl azide; N-ethyl-N,N-diisopropylamine In toluene at 0 - 100℃; for 16h;	74%

2,6-dimethoxyphenyl chloroacetate (1440-81-9) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → (2,3-dihydroxy-4-methoxyphenyl)(2,4,5-trifluoro-3-methoxyphenyl)methanone (1434871-03-0)

Conditions	Yield
With methanesulfonic acid; phosphorus pentoxide at 50℃; for 12h; Friedel-Crafts Acylation; Inert atmosphere;	71%

1-methyl-pyrrolidin-2-one (872-50-4) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → 2,3,6-trifluoroanisole (4920-34-7)

Conditions	Yield
In water	70%

6-chloronicotinylaldehyde (23100-12-1) + 12-(tert-butoxycarbonylamino)dodecylisocyanide (1026147-10-3) + 4-methoxy-aniline (104-94-9) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → tert-butyl 12-(2-(6-chloropyridin-3-yl)-2-(2,4,5-trifluoro-3-methoxy-N-(4-methoxyphenyl)benzamido)acetamido)dodecylcarbamate (1026147-25-0)

Conditions	Yield
Stage #1: 6-chloronicotinylaldehyde; 4-methoxy-aniline at 20℃; for 0.333333h; Stage #2: 12-(tert-butoxycarbonylamino)dodecylisocyanide; 3-methoxy-2,4,5-trifluorobenzoic acid at 60℃; for 0.7h; Further stages.;	61%

europium(III) nitrate hexahydrate + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → 3C8H4F3O3(1-)*H2O*Eu(3+)

Conditions	Yield
With sodium hydroxide In methanol; water pH=6;	55.29%

gadolinium(III) nitrate hexahydrate + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → 3C8H4F3O3(1-)*H2O*Gd(3+)

Conditions	Yield
With sodium hydroxide In methanol; water pH=6;	53.08%

piperonal (120-57-0) + 12-(tert-butoxycarbonylamino)dodecylisocyanide (1026147-10-3) + 4-methoxy-aniline (104-94-9) + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → tert-butyl 12-(2-(benzo[d][1,3]dioxol-5-yl)-2-(2,4,5-trifluoro-3-methoxy-N-(4-methoxyphenyl)benzamido)acetamido)dodecylcarbamate (1026147-22-7)

Conditions	Yield
Stage #1: piperonal; 4-methoxy-aniline at 20℃; for 0.333333h; Stage #2: 12-(tert-butoxycarbonylamino)dodecylisocyanide; 3-methoxy-2,4,5-trifluorobenzoic acid at 60℃; for 0.7h; Further stages.;	53%

terbium(III) nitrate hexahydrate + 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → 3C8H4F3O3(1-)*Tb(3+)*H2O

Conditions	Yield
With sodium hydroxide In methanol; water pH=6;	46.05%

3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-2-methylsulfanyl-4-oxo-1,4-dihydroquinoline-3-carboxylate (922492-57-7)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: oxalyl chloride; DMF / CH2Cl2 / 20 °C 2.1: n-BuLi / hexane; tetrahydrofuran / -78 °C 2.2: hexane; tetrahydrofuran; CH2Cl2 / -78 - 10 °C 3.1: sodium hydride / dimethylformamide / 0 - 20 °C 3.2: 92 percent / dimethylformamide / 24 h / 20 °C 4.1: sodium hydride / dimethylformamide / 75 °C View Scheme
Multi-step reaction with 4 steps 1.1: thionyl chloride; sodium chloride / ethyl acetate / 4 h / Reflux; Inert atmosphere 2.1: magnesium chloride / ethyl acetate / 0.5 h / 20 °C / Inert atmosphere 2.2: 0.5 h / 20 °C / Inert atmosphere 2.3: 2 h / Inert atmosphere; Reflux 3.1: potassium hydroxide; tetrabutylammomium bromide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere 3.2: 16 h / 0 - 20 °C / Inert atmosphere 3.3: 3 h / Inert atmosphere 4.1: potassium tert-butylate / toluene / 16 h / Inert atmosphere; Reflux View Scheme

3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1) → ethyl 1-cyclopropyl-6,7-difluoro-2-methanesulfinyl-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate (922492-58-8)

Conditions	Yield
Multi-step reaction with 5 steps 1.1: oxalyl chloride; DMF / CH2Cl2 / 20 °C 2.1: n-BuLi / hexane; tetrahydrofuran / -78 °C 2.2: hexane; tetrahydrofuran; CH2Cl2 / -78 - 10 °C 3.1: sodium hydride / dimethylformamide / 0 - 20 °C 3.2: 92 percent / dimethylformamide / 24 h / 20 °C 4.1: sodium hydride / dimethylformamide / 75 °C 5.1: m-chloroperbenzoic acid / CH2Cl2 / 20 °C View Scheme

Upstream product

• 112811-64-0 2,4,5-trifluoro-3-methoxy-benzamide 
• 116751-24-7 2,4,5-trifluoro-3-hydroxybenzoic acid 
• 616-38-6 carbonic acid dimethyl ester 
• 652-03-9 3,4,5,6-tetrafluorophthalic acid 
• 77-78-1 dimethyl sulfate 
• 33795-85-6 N-methyl-tetrafluorophthalimide 
• 13332-24-6 1-bromo-3-methoxy-2,4,5-trifluorobenzene 
• 112811-63-9 3-methoxy-2,4,5-trifluorobenzonitrile 
• 1116-76-3 Tri-n-octylamine 
• 28889-41-0 4-methoxy-3,5,6-trifluorophthalic acid 
• 136897-64-8 methyl 3-methoxy-2,4,5-trifluorobenzoate 

Downstream Products

• 112811-66-2 2,4,5-trifluoro-3-methoxybenzoyl chloride 
• 1434871-02-9 C₁₇H₁₂ClF₃O₅ 
• 1434871-03-0 (2,3-dihydroxy-4-methoxyphenyl)(2,4,5-trifluoro-3-methoxyphenyl)methanone 
• 1434871-04-1 C₁₈H₁₆F₃NO₅ 
• 1434871-09-6 C₁₆H₁₄F₃NO₄ 
• 112811-60-6 1-Cyclopropyl-6-fluoro-8-methoxy-7-(3-amino-1-pyrrolidinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 
• 160738-57-8 gatifloxacin 
• 112811-72-0 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid 
• 112811-75-3 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methylaminomethyl-1-pyrrolidinyl)-4-oxo-3-quinolinecarboxylic acid 
• 351367-89-0 N-(cyclopropylcarbomoyl)-2,4,5-trifluoro-3-methoxybenzamide 
• 860768-88-3 1-isopropyl-3-(2,4,5-trifluoro-3-methoxy-benzoyl)-urea 
• 865246-13-5 2-(6-ethyl-2,4,5-trifluoro-3-methoxy-phenyl)-4,4-dimethyl-oxazoline 
• 865246-27-1 2,4,5-trifluoro-N-(2-hydroxy-1,1-dimethyl-ethyl)-3-methoxy-benzamide 
• 865246-09-9 2-(2,4,5-trifluoro-3-methoxyphenyl)-4,4-dimethyl-oxazoline 

Relevant articles and documents

Synthesis method of 2, 4, 5-trifluoro-3-methoxybenzoyl chloride

The invention discloses a synthesis method of 2, 4, 5-trifluoro-3-methoxybenzoyl chloride. The method comprises the following steps of: (1) using a metal halide as a catalyst, putting N-methyltetrafluorophthalimide in an alkaline environment, and carrying out hydroxylation reaction to obtain a sodium salt of 4-hydroxy-3, 5, 6-trifluorophthalic acid; (2) adding acid into the reaction system, and carrying out decarboxylation reaction to obtain 2, 4, 5-trifluoro-3-hydroxybenzoic acid; (3) sequentially adding a methylation reagent and acid into the reaction system under an alkaline condition, andcarrying out methylation reaction and acidification reaction to obtain 2, 4, 5-trifluoro-3-methoxybenzoic acid; and (4) mixing the 2, 4, 5-trifluoro-3-methoxybenzoic acid with thionyl chloride, and carrying out acylation reaction so as to obtain the 2, 4, 5-trifluoro-3-methoxybenzoyl chloride. The synthesis method disclosed by the invention is short in route, small in alkali dosage and few in sidereaction, the total molar yield of the reaction reaches 82.5%, and the purity of the product reaches 99.6% or above.

Preparation method of 2,4,5-trifluoro-3-methoxybenzoyl chloride and intermediate thereof

The invention discloses a preparation method of 2,4,5-trifluoro-3-methoxybenzoyl chloride and intermediate thereof. The preparation method of 2,4,5-trifluoro-3-methoxybenzoyl chloride comprises the following steps: by taking tetrafluorophthalic acid as a raw material, carrying out defluorination hydroxylation and acidification decarboxylation to obtain 2,4,5-trifluoro-3-hydroxybenzoic acid, thenreacting with dimethyl carbonate to obtain 2,4,5-trifluoro-3-methoxybenzoic acid, and finally carrying out acylating chlorination to obtain 2,4,5-trifluoro-3-methoxybenzoyl chloride. The preparation process is simple, the total reaction yield is high, the product quality is good, the process route is environment-friendly, and the method has a good industrial application prospect.

Synthesis and antimycobacterial evaluation of newer 1-cyclopropyl-1,4-dihydro-6-fluoro-7-(substituted secondary amino)-8-methoxy-5-(sub)-4-oxoquinoline-3-carboxylic acids

Thirty-four newer 1-cyclopropyl-1,4-dihydro-6-fluoro-7-(substituted secondary amino)-8-methoxy-5-(sub)-4-oxoquinoline-3-carboxylic acids were synthesized from 1,2,3,4-tetrafluoro benzene and evaluated for in vitro and in vivo antimycobacterial activities against Mycobacterium tuberculosis H37Rv (MTB), multi-drug resistant M. tuberculosis (MDR-TB) and Mycobacterium smegmatis (MC2) and also tested for the ability to inhibit the supercoiling activity of DNA gyrase. Among the synthesized compounds, 7-(1-(4-methoxybenzyl)-3,4,5,6,7,8-hexahydroisoquinolin-2(1H)-yl)-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylic acid (13n) was found to be the most active compound in vitro with MIC of 0.16 and 0.33 μM against MTB and MDR-TB, respectively. In the in vivo animal model 13n decreased the bacterial load in lung and spleen tissues with 2.54 and 2.92 - log10 protections, respectively, at the dose of 50 mg/kg body weight. Compound 13n also inhibited the supercoiling activity of mycobacterial DNA gyrase with IC50 of 30.0 μg/ml.