635-21-2

Basic information

• Product Name: 2-Amino-5-chlorobenzoic acid
• Synonyms: 2-AMINO-5-CHLOROBENZOIC ACID;2-CARBOXY-4-CHLOROANILINE;5-AMINO-3-CARBOXY-1-CHLOROBENZENE;5-CHLORO-2-AMINOBENZOIC ACID;5-CHLOROANTHRANILIC ACID;OTAVA-BB BB7020040772;RARECHEM AL BO 0288;2-amino-5-chloro-benzoicaci
• CAS NO: 635-21-2
• Molecular Formula: C₇H₆ClNO₂
• Molecular Weight: 171.58
• EINECS: 211-230-8
• Product Categories: FINE Chemical & INTERMEDIATES;Amino Acids and Derivatives;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Organic acids;Acids & Esters;Anilines, Amides & Amines;Chlorine Compounds;Aromatics;Intermediates;Metabolites & Impurities;API Intermediate;amine| carboxylic acid| alkyl chloride;Aromatics, Intermediates, Metabolites & Impurities
• Mol File: 635-21-2.mol
• Article Data: 32

Chemical Properties

• Melting Point: 204-206 °C (dec.)(lit.)
• Boiling Point: 250°C (rough estimate)
• Flash Point: 160.3 °C
• Appearance: White to light yellow crystal powder
• Density: 1.3246 (rough estimate)
• Vapor Pressure: 3.09E-05mmHg at 25°C
• Refractive Index: 1.5560 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.57±0.10(Predicted)
• Water Solubility: Soluble in water.
• BRN: 639027
• CAS DataBase Reference: 2-Amino-5-chlorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-chlorobenzoic acid(635-21-2)
• EPA Substance Registry System: 2-Amino-5-chlorobenzoic acid(635-21-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 635-21-2(Hazardous Substances Data)

Usage

Description

2-Amino-5-chlorobenzoic acid, also known as 5-Chloroanthranilic Acid, is a chlorinated derivative of anthranilic acid. It is a metabolite of the pesticide Chlordimeform and is characterized by its white to light yellow crystal powder appearance.

Uses

Used in Pharmaceutical Industry:
2-Amino-5-chlorobenzoic acid is used as an intermediate in the preparation of disease-modifying antirheumatic drugs (DMARDs) for the treatment of various rheumatic conditions, such as rheumatoid arthritis. It plays a crucial role in the development of these medications due to its unique chemical properties.
Used in Chemical Synthesis:
In the chemical industry, 2-Amino-5-chlorobenzoic acid is utilized to produce 6-chloro-3H-quinazolin-4-one at a temperature of 180°C. This synthesis is essential for the creation of various chemical compounds and materials with specific applications.
Additionally, it is important to note that 2-Amino-5-chlorobenzoic acid is a metabolite of the pesticide Chlordimeform, which may have implications for its use in the agricultural industry and the potential environmental impact of its breakdown products.

InChI:InChI=1/C7H6ClNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)/p-1

Synthetic route

5-chloro-2-nitrobenzoic acid (2516-95-2) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol under 735.5 Torr; for 2h; Ambient temperature;	100%
With hydrogen; nickel In ethanol at 20℃;	96%
Reduction;	85%

5-chloro-2-nitrotoluene (5367-28-2) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With selenium; cobalt(II) chloride hexahydrate; nitrobenzene In methanol; water; dimethyl sulfoxide at 90℃; for 5h; Inert atmosphere;	47%
Multi-step reaction with 2 steps 1: potassium permanganate; tetrabutylammomium bromide 2: hydrogen; palladium on activated charcoal View Scheme

3-methyl-4-nitrobenzoic acid (3113-71-1) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With selenium; nitrobenzene; sodium hydroxide In methanol; water; dimethyl sulfoxide at 90℃; for 5h; Inert atmosphere;	54%

2-carboxy-4-chlorophenyl azide (88279-11-2) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With boron trifluoride diethyl etherate; sodium iodide In acetonitrile at 20℃; for 0.583333h;	92%

5-chloro-1H-indole (17422-32-1) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Stage #1: 5-chloro-1H-indole With bromamine B; sodium hydroxide; palladium dichloride In water; acetonitrile at 60℃; for 3.66667h; pH=12; Stage #2: In water Acidic conditions;	95%
With ruthenium trichloride; osmium(VIII) oxide; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 5.5h;	95%

anthranilic acid (118-92-3) → 5-chloroanthranilic acid (635-21-2) + 3,5-dichloroantranilic acid (2789-92-6)

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide In water; N,N-dimethyl-formamide at 45 - 50℃; for 15h;	A n/a B 85%
With sulfuryl dichloride; diethyl ether

2-bromo-5-chlorobenzoic acid (21739-93-5) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Stage #1: 2-bromo-5-chlorobenzoic acid With copper(l) iodide; sodium azide; ethanol; caesium carbonate at 20 - 95℃; Inert atmosphere; Sealed tube; Stage #2: With hydrogenchloride In water pH=2 - 3;	68%

resin-bound 5-chloro-2-nitrobenzoic acid → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Stage #1: resin-bound 5-chloro-2-nitrobenzoic acid With aluminium; nickel dichloride at 20℃; for 70h; Stage #2: With trifluoroacetic acid	80%

4-chlorobenzenesulfonyl chloride (5202-89-1) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With sodium hydroxide for 1h; Heating;	96%
With sodium hydroxide In tetrahydrofuran; ethanol; water at 50℃; for 3h; Inert atmosphere;

anthranilic acid (118-92-3) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With sulfuryl dichloride In diethyl ether Reflux;	72%
With hydrogenchloride; sulfuryl dichloride In diethyl ether at 60 - 70℃; for 1.5h;	35%
With thermophilic flavin reductase from Bacillussubtilis WU-S2B; tryptophan halogenase from Streptomyces violaceusniger strain SPC6; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 20℃; for 24h; pH=7.2; Catalytic behavior; Enzymatic reaction; regioselective reaction;	8%

3-chlorobenzoate (535-80-8) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With nitric acid Reduzieren des Nitrierungsprodukts;
With nitric acid Reduzieren des Nitrierungsprodukts mit Schwefelammon;
With nitric acid Reduzieren des Nitrierungsprodukts mit Zinn und Salzsaeure;
Multi-step reaction with 2 steps 1: acetic anhydride; nitric acid / 20 °C 2: hydrogen; palladium on activated charcoal / 20 °C View Scheme

5-chloroindole 2,3-dione (17630-76-1) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With dihydrogen peroxide; sodium hydroxide In water

5-chloro-N,Nα-diacetyl-L-kynurenine methyl ester (1446522-64-0) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / water / 4 h / Reflux 2: Pseudomonas fluorescens kynureninase / aq. phosphate buffer / 37 °C / pH 8 / Enzymatic reaction View Scheme

(2S)-methyl 2-acetamido-4-(2'-acetamidophenyl)-4-oxobutanoate (54797-19-2) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: N-chloro-succinimide; hydrogenchloride / acetic acid / 1 h / 20 °C 2: hydrogenchloride / water / 4 h / Reflux 3: Pseudomonas fluorescens kynureninase / aq. phosphate buffer / 37 °C / pH 8 / Enzymatic reaction View Scheme

4-chloro-2-methylacetanilide (5202-86-8) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
durch Oxydation und Verseifung des Reaktionsproduktes;
Multi-step reaction with 2 steps 1: aqueous potassium permanganate; magnesium sulfate 2: aqueous hydrochloric acid View Scheme

chloroisatoic acid-anhydride → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With hydrogenchloride

4-chloroazobenzene (4340-77-6) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: octacarbonyl dicobalt; benzene / 230 °C / 110326 Torr 2: aqueous NaOH View Scheme
Multi-step reaction with 2 steps 1: octacarbonyl dicobalt; benzene / 230 °C / 110326 Torr 2: aqueous NaOH View Scheme

6-chloro-3-phenyl-2,4(1H,3H)-quinazolinedione (13191-02-1) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With sodium hydroxide

3-(p-chlorophenyl)-6-chloro-2,4-(1H,3H)-quinazolinedione (31354-77-5) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With potassium hydroxide

methyl 2-(acetylamino)benzoate (2719-08-6) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With hydrogenchloride

2-acetamido-5-chlorobenzoic acid (5202-87-9) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With hydrogenchloride

N-(2-methylphenyl)acetamide (120-66-1) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous acetic acid; sodium chlorate; aqueous hydrochloric acid 2: aqueous potassium permanganate; magnesium sulfate 3: aqueous hydrochloric acid View Scheme

p-chlorphenylisocyanate (104-12-1) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3; NaCl 2: aqueous KOH View Scheme

5-chloro-2-nitrobenzaldehyde (6628-86-0) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium permanganate 2: tin; aqueous hydrochloric acid View Scheme

benzoic acid (65-85-0) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: manganese peroxide; hydrochloric acid / 150 °C / im Druckrohr 2: fuming nitric acid / Reduzieren des Nitrierungsprodukts mit Zinn und Salzsaeure View Scheme

(S)-5-chlorokynurenine → L-alanin (56-41-7) + 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With Pseudomonas fluorescens kynureninase In aq. phosphate buffer at 37℃; pH=8; Kinetics; Enzymatic reaction;

anthranilic acid (118-92-3) → 2-amino-3-chlorobenzoic acid (6388-47-2) + 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
With Pseudomonas fluorescens BL915 halogenase F454K mutant; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7.4; Kinetics; Reagent/catalyst; Enzymatic reaction;

chlorine (7782-50-5) + anthranilic acid (118-92-3) + acetic acid (64-19-7) → chloranil (118-75-2) + 5-chloroanthranilic acid (635-21-2) + 3,5-dichloroantranilic acid (2789-92-6) + 1,2,4,5,6,6-hexachloro-cyclohexadien-(1,4)-one-(3)

hydrogenchloride (7647-01-0) + 5-Chloroisatoic anhydride (4743-17-3) → 5-chloroanthranilic acid (635-21-2)

sulfuryl dichloride (7791-25-5) + diethyl ether (60-29-7) + anthranilic acid (118-92-3) → 5-chloroanthranilic acid (635-21-2)

Conditions	Yield
unter Kuehlung;

methanol (67-56-1) + 5-chloroanthranilic acid (635-21-2) → 4-chlorobenzenesulfonyl chloride (5202-89-1)

Conditions	Yield
With thionyl chloride at 0℃; for 12h; Reflux;	100%
With thionyl chloride at 0℃; for 12h; Reflux;	100%
With sulfuric acid at 60℃; for 72h; Inert atmosphere;	94%

benzoyl chloride (98-88-4) + 5-chloroanthranilic acid (635-21-2) → 6-chloro-2-phenyl-benzo[d][1,3]oxazin-4-one (7033-51-4)

Conditions	Yield
With sodium carbonate In tetrahydrofuran 5 deg C, 10 min, then room temperature overnight;	100%
at 140℃; for 3h;	92%
With sodium carbonate In tetrahydrofuran for 16h;	92%

5-chloroanthranilic acid (635-21-2) → anthranilic acid (118-92-3)

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol under 735.5 Torr; for 80h; Product distribution; Ambient temperature;	100%

5-chloroanthranilic acid (635-21-2) → 2-amino-5-chlorobenzyl alcohol (37585-25-4)

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h;	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3.5h;	93%

5-chloroanthranilic acid (635-21-2) + trifluoroacetic anhydride (407-25-0) → 5-chloro-2-(2,2,2-trifluoroacetyl)aminobenzoic acid (648939-10-0)

Conditions	Yield
In 1,4-dioxane at 0 - 20℃;	100%
In 1,4-dioxane at 20℃; for 12h;	67%
In 1,4-dioxane at 0 - 20℃; for 3h;

2-nitrophenyl bromide (577-19-5) + 5-chloroanthranilic acid (635-21-2) → 5-Chloro-2-(2-nitro-phenylamino)-benzoic acid (97027-31-1)

Conditions	Yield
With copper; potassium carbonate In pentan-1-ol at 150℃; Ullman coupling;	100%

acetic acid (64-19-7) + 5-chloroanthranilic acid (635-21-2) → 5-chloro-2-(1H-tetrazol-1-yl)benzoic acid (449758-26-3)

Conditions	Yield
With sodium azide; trimethyl orthoformate at 0 - 20℃;	100%

5-chloroanthranilic acid (635-21-2) + naphthalene-1-carbonic acid chloride (879-18-5) → 6-chloro-2-(1-naphthalenyl)-4H-3,1-benzoxazin-4-one (870816-47-0)

Conditions	Yield
Stage #1: 5-chloroanthranilic acid; naphthalene-1-carbonic acid chloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Stage #2: With HATU In DMF (N,N-dimethyl-formamide) at 20℃; for 1h;	99%

carbon monoxide (201230-82-2) + 5-chloroanthranilic acid (635-21-2) → 5-Chloroisatoic anhydride (4743-17-3)

Conditions	Yield
With oxygen; copper diacetate; palladium diacetate; potassium iodide In acetonitrile at 60℃; under 760.051 Torr; for 4h;	99%

metazonic acid (5653-21-4) + 5-chloroanthranilic acid (635-21-2) → 5-chloro-2-(2-nitrovinylamino)benzoic acid (1260167-02-9)

Conditions	Yield
With hydrogenchloride In water at 20℃; for 18h;	99%

N,N-dimethyl-formamide dimethyl acetal (4637-24-5) + 5-chloroanthranilic acid (635-21-2) → methyl 5-chloro-2-(N,N-dimethyl-N'-formamidinyl)benzoate (113290-37-2)

Conditions	Yield
In N,N-dimethyl-formamide Heating;	98%

1,3-diphenyl-2H-cyclopenta<1>phenanthren-2-one (5660-91-3) + 5-chloroanthranilic acid (635-21-2) → 11-Chloro-9,14-diphenyl-benzo[b]triphenylene

Conditions	Yield
With isopentyl nitrite In 1,4-dioxane for 0.416667h; Heating;	98%

bis(trichloromethyl) carbonate (32315-10-9) + 5-chloroanthranilic acid (635-21-2) → 5-Chloroisatoic anhydride (4743-17-3)

Conditions	Yield
In 1,2-dichloro-ethane for 4h; Reflux;	98%
In 1,2-dichloro-ethane for 3.25h; Reflux;	98%
In 1,2-dichloro-ethane at 80℃;	97%

urea (57-13-6) + 5-chloroanthranilic acid (635-21-2) → 2,4-dihydroxy-6-chloroquinazoline (1640-60-4)

Conditions	Yield
at 200℃;	98%
at 200℃; for 3h;	80.5%
at 180℃; for 3h;

5-chloroanthranilic acid (635-21-2) + 5-bromosalicyclaldehyde (1761-61-1) + phenylboronic acid (98-80-6) → (N-B)-2-bromo-10-chloro-6-phenyl-8H-dibenzo[d,h][1,3,7,2]dioxazaborecin-8-one (1370731-89-7)

Conditions	Yield
In tetrachloromethane for 0.05h; Microwave irradiation;	98%

5-chloroanthranilic acid (635-21-2) + crotonaldehyde (123-73-9) → 6-chloro-2-methylquinoline-8-carboxylic acid

Conditions	Yield
With hydrogenchloride In water for 4h; Reflux;	98%

formamide (77287-34-4, 77287-35-5, 60100-09-6) + 5-chloroanthranilic acid (635-21-2) → 6-chloroquinazolin-4-one (16064-14-5)

Conditions	Yield
at 150℃; for 16h;	97%
With acetic acid; diethylamine at 150℃; for 2h; Product distribution / selectivity;	93.3%
at 140℃;	90%

terephthaloyl chloride (100-20-9) + 5-chloroanthranilic acid (635-21-2) → C22H10Cl2N2O4 (163005-37-6)

Conditions	Yield
Stage #1: terephthaloyl chloride; 5-chloroanthranilic acid In N,N-dimethyl acetamide at 4 - 11℃; for 4h; Cooling with ice; Stage #2: With acetic anhydride In N,N-dimethyl acetamide at 105 - 126℃; for 2h;	97%

4-fluoroboronic acid (1765-93-1) + 3-methoxy-2-hydroxybenzaldehyde (148-53-8) + 5-chloroanthranilic acid (635-21-2) → (N-B)-10-chloro-6-(4-fluorophenyl)-4-methoxy-8H-dibenzo[d,h][1,3,7,2]dioxazaborecin-8-one (1370731-93-3)

Conditions	Yield
In tetrachloromethane for 0.05h; Microwave irradiation;	97%

4-fluoroboronic acid (1765-93-1) + 5-chloroanthranilic acid (635-21-2) + 5-bromosalicyclaldehyde (1761-61-1) → (N-B)-2-bromo-10-chloro-6-(4-fluorophenyl)-8H-dibenzo[d,h][1,3,7,2]dioxazaborecin-8-one (1370731-94-4)

Conditions	Yield
In tetrachloromethane for 0.05h; Microwave irradiation;	97%

4-ethylphenylboronic acid (63139-21-9) + 3-methoxy-2-hydroxybenzaldehyde (148-53-8) + 5-chloroanthranilic acid (635-21-2) → (N-B)-10-chloro-6-(4-ethylphenyl)-4-methoxy-8H-dibenzo[d,h][1,3,7,2]dioxazaborecin-8-one (1370731-97-7)

Conditions	Yield
In tetrachloromethane for 0.05h; Microwave irradiation;	97%

3-methoxy-2-hydroxybenzaldehyde (148-53-8) + 5-chloroanthranilic acid (635-21-2) + phenylboronic acid (98-80-6) → (N-B)-10-chloro-4-methoxy-6-phenyl-8H-dibenzo[d,h][1,3,7,2]dioxazaborecin-8-one (1370731-90-0)

Conditions	Yield
In tetrachloromethane for 0.05h; Microwave irradiation;	97%

5-chloroanthranilic acid (635-21-2) + 4-amino-1-isopropylpiperidine (127285-08-9) → C15H22ClN3O

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide	97%

dichloroacethyl chloride (79-36-7) + 5-chloroanthranilic acid (635-21-2) → 6-Chloro-2-dichloromethyl-benzo[d][1,3]oxazin-4-one (95632-29-4)

Conditions	Yield
	96%

1,3-diphenyl-2H-cyclopenta<1>phenanthren-2-one (5660-91-3) + 5-chloroanthranilic acid (635-21-2) → 11-Chloro-9,14-diphenyl-benzo[b]triphenylene + C35H21ClO

Conditions	Yield
With isopentyl nitrite In dichloromethane for 38h; Heating;	A 3% B 96%

(CH3)2SO4 + 5-chloroanthranilic acid (635-21-2) → 4-chlorobenzenesulfonyl chloride (5202-89-1)

Conditions	Yield
With potassium carbonate In water; acetone	96%
With potassium carbonate In water; acetone	96%

chloroacetyl chloride (79-04-9) + 5-chloroanthranilic acid (635-21-2) → 1-Chloro-2-(2-carboxy-4-chlorophenyl)amino-2-oxoethane (14422-50-5)

Conditions	Yield
In toluene for 1h; Reflux;	96%
With pyridine In toluene at 20℃; for 6h;	75%
With sodium hydrogencarbonate; potassium carbonate In acetonitrile

Cyclohexyl isocyanide (931-53-3) + N-isocyaniminotriphenylphosphorane (73789-56-7) + 5-Nitrosalicylaldehyde (97-51-8) + 5-chloroanthranilic acid (635-21-2) → N3-[4-chloro-2-(1,3,4-oxadiazol-2-yl)phenyl]-N2-cyclohexyl-5-nitrobenzofuran-2,3-diamine (1378025-50-3)

Conditions	Yield
Stage #1: Cyclohexyl isocyanide; 5-Nitrosalicylaldehyde; 5-chloroanthranilic acid In ethanol at 25℃; for 1h; Stage #2: N-isocyaniminotriphenylphosphorane In ethanol at 25℃; for 2h;	96%

Upstream product

• 2516-95-2 5-chloro-2-nitrobenzoic acid 
• 5202-86-8 4-chloro-2-methylacetanilide 
• 13191-02-1 6-chloro-3-phenyl-2,4(1H,3H)-quinazolinedione 
• 31354-77-5 3-(p-chlorophenyl)-6-chloro-2,4-(1H,3H)-quinazolinedione 
• 118-92-3 anthranilic acid 
• 2719-08-6 methyl 2-(acetylamino)benzoate 
• 5202-87-9 2-acetamido-5-chlorobenzoic acid 
• 535-80-8 3-chlorobenzoate 
• 5202-89-1 4-chlorobenzenesulfonyl chloride 
• 7647-01-0 hydrogenchloride 
• 4743-17-3 5-Chloroisatoic anhydride 
• 7791-25-5 sulfuryl dichloride 
• 60-29-7 diethyl ether 
• 7782-50-5 chlorine 

Downstream Products

• 7033-50-3 6-chloro-2-methyl-4H-benzo[d][1,3]oxazin-4-one 
• 16064-14-5 6-chloroquinazolin-4-one 
• 133433-34-8 5-chloro-2-<(carboxymethyl)amino>-benzoic acid 
• 33017-85-5 6-Chlor-4-oxo-2-thioxo-1,2,3,4-tetrahydrochinazolin 
• 138964-58-6 5-chloro-2-[(phenylsulfonyl)amino]benzoic acid 
• 43020-47-9 5-chloro-2-(2,4-dinitro-anilino)-benzoic acid 
• 5202-89-1 4-chlorobenzenesulfonyl chloride 
• 102014-85-7 5-chloro-2-(2-nitro-ethylidenamino)-benzoic acid 
• 63243-75-4 ethyl 2-amino-5-chlorobenzoate 
• 860206-90-2 3-bromo-6-chloro-quinoline-8-carboxylic acid 
• 321-14-2 5-chloro-2-hydroxybenzoic acid 
• 41198-02-1 2-amino-3-bromo-5-chlorobenzoic acid 
• 64724-23-8 2-amino-5-chloro-3-iodobenzoic acid 
• 192570-30-2 2-ureido-5-chlorobenzoic acid 

Relevant articles and documents

Preparation method of 5-chloro-2-aminobenzoic acid intermediate

The invention discloses a preparation method of 5-chloro-2-aminobenzoic acid, and belongs to the technical field of organic synthesis, the preparation method specifically comprises the following steps: dissolving 2, 5-dichlorotoluene in a solvent, adding an oxidant while stirring, heating to 50-80 DEG C, carrying out heat preservation reaction for 3-6 hours, recovering the organic solvent after the reaction is finished, adding water, filtering while hot, and adjusting the pH value of the filtrate to 2 by using hydrochloric acid, obtaining 2, 5-dichlorobenzoic acid through cooling, crystallization and filtering, adding 2, 5-dichlorobenzoic acid into an organic solvent to be dissolved, addign a metal catalyst, alkali and an ammonia source, heating the mixture to 70-150 DEG C and then performing a heat preservation reaction for 8-15 h, performing reduced pressure distillation after the reaction is finished, and obtaining 5-chloro-2-aminobenzoic acid. A new path for synthesizing 5-chloro-2-aminobenzoic acid is designed, the preparation method is simple, easy to operate, low in cost and environmentally friendly, and N, N-dimethylglycine is added in the ammoniation reaction process, so that the temperature of the ammoniation reaction can be reduced, the reaction time can be shortened, and the reaction yield can be increased.

Anthranilic acid and derivatives thereof as well as synthesis method and application thereof

In the reaction solvent, o-methyl (hetero) aryl nitro compound is taken as a reaction raw material and is used for water. The anthranilic acid and its derivatives are synthesized by the action of a catalyst, a base and an additive. The synthetic method has the advantages of cheap and easily available raw materials, simple reaction operation, high yield and excellent functional group tolerance, and provides a simple and efficient method for synthesizing o-aminobenzoic acid which is widely used in the aspects of dyes, medicines, pesticides, spices and the like. The invention further discloses the anthranilic acid and derivatives and application thereof, and has a wide application prospect.

Expedient discovery for novel antifungal leads: 1,3,4-Oxadiazole derivatives bearing a quinazolin-4(3H)-one fragment

Developing novel fungicide candidates are intensively promoted by the rapid emergences of resistant fungi that outbreak on agricultural production. Aiming to discovery novel antifungal leads, a series of 1,3,4-oxadiazole derivatives bearing a quinazolin-4(3H)-one fragment were constructed for evaluating their inhibition effects against phytopathogenic fungi in vitro and in vivo. Systematically structural optimizations generated the bioactive molecule I32 that was identified as a promising inhibitor against Rhizoctonia solani with the in vivo preventative effect of 58.63% at 200 μg/mL. The observations that were captured by scanning electron microscopy and transmission electron microscopy demonstrated that the bioactive molecule I32 could induce the sprawling growth of hyphae, the local shrinkage and rupture on hyphal surfaces, the extreme swelling of vacuoles, the striking distortions on cell walls, and the reduction of mitochondria numbers. The above results provided an indispensable complement for the discovery of antifungal lead bearing a quinazolin-4(3H)-one and 1,3,4-oxadiazole fragment.