5202-85-7

Basic information

• Product Name: 2-Amino-5-chlorobenzamide
• Synonyms: ACBAM;5-CHLOROANTHRANILAMIDE;2-AMINO-5-CHLOROBENZAMIDE;2-amino-5-chloro-benzamid;2-Amino-5-chlorobenzamide, 98+%;2-AMINO-5-CHLOROBENZAMIDE / 5-CHLOROANTHRANILAMIDE;2-azanyl-5-chloro-benzamide;2-AMino-3,5-DichlorobenzaMide
• CAS NO: 5202-85-7
• Molecular Formula: C₇H₇ClN₂O
• Molecular Weight: 170.6
• EINECS: 225-990-3
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid Series
• Mol File: 5202-85-7.mol
• Article Data: 33

Chemical Properties

• Melting Point: 169-171°C
• Boiling Point: 290.1 °C at 760 mmHg
• Flash Point: 129.3 °C
• Appearance: White crystal
• Density: 1.394 g/cm³
• Vapor Pressure: 0.00988mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Soluble in acetone.
• PKA: 15.18±0.50(Predicted)
• BRN: 743347
• CAS DataBase Reference: 2-Amino-5-chlorobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-chlorobenzamide(5202-85-7)
• EPA Substance Registry System: 2-Amino-5-chlorobenzamide(5202-85-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36-37
• RTECS: CU9090000
• Hazardous Substances Data: 5202-85-7(Hazardous Substances Data)

Usage

Uses

2-Amino-5-chlorobenzamide react with 2-Azido-benzoyl chloride to get 2-Azido-5'-chloro-2'-carboxamidobenzanilide.

InChI:InChI=1/C7H6Cl2N2O/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,10H2,(H2,11,12)

Synthetic route

2-amino-5-chlorobenzonitrile (5922-60-1) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With silica-gel-supported sulfuric acid In toluene for 2.5h; Inert atmosphere; Reflux;	97%
With water; potassium carbonate In water at 150℃; for 0.5h; Microwave irradiation;	89%
With potassium hydroxide; ethanol Heating / reflux;

5-Chloroisatoic anhydride (4743-17-3) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With ammonia In tetrahydrofuran at 0 - 20℃;	91%
With ammonium hydroxide for 4h; Ambient temperature;	88%
With ammonia In tetrahydrofuran Ambient temperature;	81%

5-chloroindole 2,3-dione (17630-76-1) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With ammonium hydroxide; dihydrogen peroxide In dimethyl sulfoxide at 20 - 30℃; for 4h; Sealed tube;	87%
With ammonia In methanol; acetonitrile at 20℃; for 5h; Electrolysis;	61%

5-chloroanthranilic acid (635-21-2) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
Stage #1: 5-chloroanthranilic acid With bis(trichloromethyl) carbonate In tetrahydrofuran at 65℃; for 16h; Stage #2: With ammonium hydroxide at 65℃; for 1h;	85%
With ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 20℃;
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 0.5 h / -10 °C 1.2: -10 - 25 °C 2.1: ammonium carbonate / 1,4-dioxane / 60 °C View Scheme

3-chloro-6-nitrobenzonitrile (34662-31-2) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With aceton-washed saccharomyces cerevisiae In water; dimethyl sulfoxide at 32℃;	69%

2-amino-5-chlorobenzoic chloride (910230-30-7) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With ammonia at 0℃; for 0.5h;	68%

2-bromo-5-chlorobenzamide (131002-02-3) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With copper(l) iodide; sodium azide; ethanol; caesium carbonate at 20 - 95℃; Inert atmosphere; Sealed tube;	66%

anthranilic acid amide (28144-70-9) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
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;	19%
With Streptomyces rugosporus halogenase; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7.4; Enzymatic reaction; regioselective reaction;
With D-glucose; flavin reductase from Escherichia coli; GDH2; wild type tryptophan 6-halogenase from Streptomyces toxytricini; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7; Enzymatic reaction; regioselective reaction;

5-Chloroisatoic anhydride (4743-17-3) + ammonia (7664-41-7) → 2-Amino-5-chlorobenzamide (5202-85-7)

chloroisatoic acid-anhydride → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With ammonia

6-chloro-2.4-dioxo-1.4-dihydro-2H-benz<1.3>oxazine → 2-ureido-5-chlorobenzoic acid (192570-30-2) + 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With ammonium hydroxide

2-nitro-5-chlorobenzamide (40763-96-0) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol
With hydrogenchloride; tin(ll) chloride In water

2-azido-5-chloro-benzamide → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With samarium; iodine In methanol for 20h; Heating;

anthranilic acid (118-92-3) + 1-chloro-4-methyl-thioxanthone → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: 35 percent / sulfuryl chloride; hydrochloric acid / diethyl ether / 1.5 h / 60 - 70 °C 2: 37 percent / thionyl chloride / 0.5 h / Heating 3: 68 percent / liq. ammonia / 0.5 h / 0 °C View Scheme

5-chloroanthranilic acid (635-21-2) + 4-halogen-1-amino-anthraquinone → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: 37 percent / thionyl chloride / 0.5 h / Heating 2: 68 percent / liq. ammonia / 0.5 h / 0 °C View Scheme

5-chloro-2-nitrobenzoic acid (2516-95-2) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: diphenylphosphoryl chloride; Et3N / CHCl3 1.2: NH3 2.1: H2 / 5 percent Pd/C / ethanol View Scheme
Multi-step reaction with 3 steps 1: pyridine; thionyl chloride / chloroform 2: ammonia 3: tin(ll) chloride; hydrogenchloride / water View Scheme

2-nitro-5-chlorobenzamide (40763-96-0) + iron (7439-89-6) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
In acetic acid	1.7 g (100%)

anthranilic acid amide (28144-70-9) → 2-amino-3-chloro-benzamide (18343-44-7) + 2-Amino-5-chlorobenzamide (5202-85-7)

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

anthranilic acid amide (28144-70-9) → 2-amino-5-iodoanthranilamide (32658-67-6) + 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
With 1-butyl-3-methyl-pyridinium dichloroiodate for 1h;	A 77 %Chromat. B 73 %Chromat.

5-chloro-2-nitrobenzoyl chloride (41994-44-9) → 2-Amino-5-chlorobenzamide (5202-85-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia 2: tin(ll) chloride; hydrogenchloride / water View Scheme

4-hydroxy-3,5-dimethylbenzaldehyde (2233-18-3) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(4-hydroxy-3,5-dimethylphenyl)-3-methylquinazolin-4(3H)-one

Conditions	Yield
With iodine In ethanol for 4h; Inert atmosphere; Reflux;	100%

ethanol (64-17-5) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-methylquinazolin-4-(3H)-one (7142-09-8)

Conditions	Yield
With tert.-butylhydroperoxide In dimethyl sulfoxide at 25 - 35℃; for 40h; Irradiation; Green chemistry;	99%
With tert.-butylhydroperoxide at 110℃; for 12h;	95%

ethyl acetoacetate (141-97-9) + 2-Amino-5-chlorobenzamide (5202-85-7) → Ethyl 2-(6-chloro-2-methyl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)acetate

Conditions	Yield
With α-chymotrypsin In ethanol at 60℃; for 40h; Enzymatic reaction;	99%

2-Amino-5-chlorobenzamide (5202-85-7) + cyclohexanecarbaldehyde (2043-61-0) → (R)-6-chloro-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one

Conditions	Yield
With (11aR)-10,11,12,13-tetrahydro-5-hydroxy-3,7-bis[2,4,6-triisopropylphenyl]-5-oxide-diindeno[7,1-de:1',7’-fg][1,3,2]dioxaphosphocin In m-xylene at 25℃; for 12h; enantioselective reaction;	99%

4-methoxy-benzaldehyde (123-11-5) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(4-methoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one (1024593-51-8)

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 0.166667h;	98%
With phosphotungstic acid In water at 20℃; for 0.1h;	96%
With N-ocetylpyridinium 3-sulfuric acid salt In ethanol at 35℃; for 0.0833333h; Catalytic behavior;	89%
gallium(III) triflate In ethanol at 70℃; for 0.666667h;	84%

2-Amino-5-chlorobenzamide (5202-85-7) + benzyl alcohol (100-51-6) → 6-chloro-2-phenyl-3H-quinazolin-4-one (1026-12-6)

Conditions	Yield
With potassium hydroxide In toluene at 90℃; for 20h;	98%
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; potassium hydroxide In toluene at 100℃; for 12h;	86%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In 5,5-dimethyl-1,3-cyclohexadiene for 48h; Inert atmosphere; Reflux;	84%
With iodine; sodium hydroxide In water at 20℃; for 6h; Electrochemical reaction; Green chemistry;	81%

benzaldehyde (100-52-7) + 2-Amino-5-chlorobenzamide (5202-85-7) → 2-phenyl-6-chloro-2,3-dihydroquinazolin-4(1H)-one (958-77-0)

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 1h;	97%
With Sodium borate In water at 60℃; for 3h;	87%
gallium(III) triflate In ethanol at 70℃; for 0.75h;	83%
at 90℃; for 2h;
In water for 2h; Reflux;

4-Phenylbenzaldehyde (3218-36-8) + 2-Amino-5-chlorobenzamide (5202-85-7) → (S)-2-(biphenyl-4-yl)-6-chloro-2,3-dihydroquinazolin-4(1H)-one (1370352-32-1)

Conditions	Yield
With 2,6-bis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine; scandium tris(trifluoromethanesulfonate) In dichloromethane Molecular sieve; optical yield given as %ee; enantioselective reaction;	97%
With 2,6-bis[(3aR,8aS)-3a,8a-dihydro-8H-indeno[1,2-d]oxazolin-2-yl]pyridine; scandium tris(trifluoromethanesulfonate) In dichloromethane at 20℃; Molecular sieve; enantioselective reaction;	95%

triethoxymethylbenzene (1663-61-2) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-phenyl-3H-quinazolin-4-one (1026-12-6)

Conditions	Yield
With acetic acid In ethanol at 110℃; for 24h; Inert atmosphere; Sealed tube;	97%

4-bromo-benzaldehyde (1122-91-4) + 2-Amino-5-chlorobenzamide (5202-85-7) → 2-(4-bromophenyl)-6-choloro-2,3-dihydroquinazolin-4(1H)-one (1375103-46-0)

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 0.833333h;	96%
With aluminum oxide; citric acid at 20℃; for 0.166667h; neat (no solvent);	80%
With carbon nanodots In water; acetonitrile at 40℃; for 0.833333h;	72%

(4-isopropylbenzaldehyde) (122-03-2) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(4-isopropylphenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 0.666667h;	96%

3,4-dimethoxy-benzaldehyde (120-14-9) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(3,4-dimethoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 0.333333h;	96%

5-chlorosalicyclaldehyde (635-93-8) + 2-Amino-5-chlorobenzamide (5202-85-7) → 2-(5′-chloro-2-hydroxylphenyl)-6-chloro-4-(3H)-quinazolinone (28683-92-3)

Conditions	Yield
Stage #1: 5-chlorosalicyclaldehyde; 2-Amino-5-chlorobenzamide for 0.5h; Reflux; Stage #2: With toluene-4-sulfonic acid for 1h; Reflux; Stage #3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone	95%
Stage #1: 5-chlorosalicyclaldehyde; 2-Amino-5-chlorobenzamide With toluene-4-sulfonic acid In ethanol for 1h; Reflux; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In ethanol at 0℃; for 1h;	88%
Stage #1: 5-chlorosalicyclaldehyde; 2-Amino-5-chlorobenzamide With p-toluenesulfonic acid monohydrate In ethanol for 1h; Reflux; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In ethanol; water at 0℃; for 1h;	86%

3-methoxy-benzaldehyde (591-31-1) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(3-methoxy-phenyl)-3H-quinazolin-4-one + 6-chloro-2-(3-methoxy-phenyl)-2,3-dihydro-1H-quinazolin-4-one

Conditions	Yield
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 20℃; for 2h;	A 1.1% B 95%

4-methyl-benzaldehyde (104-87-0) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(p-tolyl)-2,3-dihydroquinazolin-4(1H)-one (1021953-82-1)

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 0.5h;	95%
With phosphotungstic acid In water at 20℃; for 0.133333h;	94%
With aluminum oxide; citric acid at 20℃; for 0.166667h; neat (no solvent);	82%

phenylpropiolyl chloride (7299-58-3) + 2-Amino-5-chlorobenzamide (5202-85-7) → 5-chloro-2-(3-phenylpropiolamido)benzamide (1448462-28-9)

Conditions	Yield
With pyridine at 0 - 5℃; for 24.5h;	95%

4-Phenylbenzaldehyde (3218-36-8) + 2-Amino-5-chlorobenzamide (5202-85-7) → 2-([1,1'-biphenyl]-4-yl)-6-chloro-2,3-dihydroquinazolin-4(1H)-one

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 0.666667h;	95%

1-naphthaldehyde (66-77-3) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(naphthalen-1-yl)-2,3-dihydroquinazolin-4(1H)-one (34934-08-2)

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 1h;	95%

3,4,5-trimethoxy-benzaldehyde (86-81-7) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(3,4,5-trimethoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 0.5h;	95%

4-tert-butylphenylboronic acid (123324-71-0) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(4-(tert-butyl)phenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

Conditions	Yield
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction;	95%

2-Amino-5-chlorobenzamide (5202-85-7) + 4-methoxycarbonylphenylboronic acid (99768-12-4) → 6-chloro-2-(4-(methoxycarbonyl)phenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

Conditions	Yield
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction;	95%

Ethyl oxalyl chloride (4755-77-5) + 2-Amino-5-chlorobenzamide (5202-85-7) → ethyl 2-((2-carbamoyl-4-chlorophenyl)amino)-2-oxoacetate (54166-77-7)

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;	94%
With triethylamine In tetrahydrofuran at 0℃; for 3h;	94%
With pyridine

3-methoxy-benzaldehyde (591-31-1) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(3-methoxy-phenyl)-3H-quinazolin-4-one

Conditions	Yield
With sodium hydrogensulfite In N,N-dimethyl acetamide at 150℃; for 2h;	94%

4-nitrobenzaldehdye (555-16-8) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(4-nitrophenyl)-2,3-dihydroquinazolin-4(1H)-one (1021953-84-3)

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 1h;	94%
gallium(III) triflate In ethanol at 70℃; for 0.833333h;	82%

4-fluorobenzaldehyde (459-57-4) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(4-fluorophenyl)-2,3-dihydroquinazolin-4(1H)-one (1021953-83-2)

Conditions	Yield
With indium(III) bromide In acetonitrile at 20℃; for 0.833333h;	94%

3,5-heptanedione (7424-54-6) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-ethylquinazolin-4(3Η)-one (13164-99-3)

Conditions	Yield
With phosphoric acid In ethanol at 80℃; for 24h; Schlenk technique; Inert atmosphere;	94%

4-ethylphenylboronic acid (63139-21-9) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-(4-ethylphenyl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

Conditions	Yield
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction;	94%

4-biphenylboronic acid (5122-94-1) + 2-Amino-5-chlorobenzamide (5202-85-7) → 6-chloro-2-([1,1'-biphenyl]-4-yl)-2,3-dihydrobenzo[d][1,3,2]diazaborinin-4(1H)-one

Conditions	Yield
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction;	94%

4-pentynoic acid (6089-09-4) + 2-Amino-5-chlorobenzamide (5202-85-7) → 7-chloro-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazoline-1,5-dione (23380-87-2)

Conditions	Yield
With Echavarren's catalyst In 1,1-dichloroethane at 120℃; for 12h; Sealed vial;	93%

Upstream product

• 4743-17-3 5-Chloroisatoic anhydride 
• 34662-31-2 3-chloro-6-nitrobenzonitrile 
• 7664-41-7 ammonia 
• 40763-96-0 2-nitro-5-chlorobenzamide 
• 635-21-2 5-chloroanthranilic acid 
• 910230-30-7 2-amino-5-chlorobenzoyl chloride 
• 118-92-3 anthranilic acid 
• 2516-95-2 5-chloro-2-nitrobenzoic acid 
• 7439-89-6 iron 
• 5922-60-1 2-amino-5-chlorobenzonitrile 
• 131002-02-3 2-bromo-5-chlorobenzamide 
• 28144-70-9 anthranilic acid amide 
• 41994-44-9 5-chloro-2-nitrobenzoyl chloride 
• 17630-76-1 5-chloroindole 2,3-dione 

Downstream Products

• 19407-61-5 6-chloro-2-(4-methoxyphenyl)-4(3H)-quinazolinone 
• 59349-89-2 2-amino-5-chloro-N-(di-morpholin-4-yl-phosphinoyl)-benzamide 
• 101820-68-2 2-(2-hydroxyethylamino)-5-chlorobenzamide 
• 112253-76-6 2-azido-5'-chloro-2'-carboxamidobenzanilide 
• 112253-75-5 2-azido-5-bromo-5'-chloro-2'-carboxamidobenzanilide 
• 28683-92-3 2-(5′-chloro-2-hydroxylphenyl)-6-chloro-4-(3H)-quinazolinone 
• 19407-62-6 6-chloro-2-(2-chlorophenyl)quinazolin-4(3H)-one 
• 746671-46-5 2-butyramido-5-chlorobenzamide 
• 1640-60-4 2,4-dihydroxy-6-chloroquinazoline 
• 847956-05-2 6-chloro-2-(3-phenyl-propyl)-quinazolin-4-ol 
• 1640-60-4 6-chloro-1,2,3,4-tetrahydroquinazoline-2,4-dione 
• 1246524-00-4 5-chloro-2-(4-methylbenzamido)benzamide 
• 946415-96-9 5-Chloro-2-(2-methyl-acryloylamino)-benzamide 
• 953-76-4 6-chloro-2,2-pentamethylene-1,2-dihydroquinazolin-4(3H)-one 

Relevant articles and documents

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Silica supported N-doped carbon layers encapsulating Co–Cu nanoparticles (Co1Cux@CN/SiO2) were prepared by a one-step impregnation of Co(NO3)2·6H2O, Cu(NO3)2·3H2O, urea and glucose, following in situ carbothermal reduction. Effects of Cu contents on the catalytic performance of the Co1Cux@CN/SiO2 catalysts were investigated for selective hydrogenation of p-chloronitrobenzene to p-chloroaniline. The Co1Cu0.30@CN/SiO2 with Cu/Co molar ratio of 0.30:1 presented much higher activity and stability than the monometallic Co@CN/SiO2 catalyst. The addition of Cu into Co1Cux@CN/SiO2 catalysts had favorable effects on the formation of highly active Co–N sites and N-doped carbon layer. The role of the N-doped carbon layer was to protect the Co from oxidation by air, and the Co1Cu0.30@CN/SiO2 could be reused for at least 12 cycles without decrease in catalytic efficiency. Mechanistic and in situ infrared studies revealed that the interaction effect between the Co and Cu atoms made the surface of Co highly electron rich, which decreased adsorption of halogen groups and resulting in the enhanced selectivity during chemoselective hydrogenation of halogenated nitroarenes for a wide scope of substrates.

Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one containing 4,5-dihydrothiazole-2-thiol derivatives against Meloidogyne incognita

A series of novel 1,2,3-benzotriazin-4-one derivatives containing 4,5-dihydrothiazole-2-thiol were synthesized and characterized by 1H NMR, 13C NMR, 19F NMR and HRMS. The bioassay results showed that compounds 3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)-7-methoxybenzo[d][1–3]triazin-4(3H)-one, 3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)-6-nitrobenzo[d][1–3]triazin-4(3H)-one, 7-chloro-3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)benzo[d][1–3]triazin-4(3H)-one exhibited good control efficacy against the cucumber root-knot nematode disease caused by Meloidogyne incognita at the concentration of 10.0 mg L?1 in vivo. Compound 7-chloro-3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)benzo[d][1–3]triazin-4(3H)-one showed excellent nematicidal activity with inhibition 68.3% at a concentration of 1.0 mg L?1. It suggested that the structure of 1,2,3-benzotriazin-4-one containing 4,5-dihydro-thiazole-2-thiol could be optimized further.

Oxidative ring-opening of isatins for the synthesis of 2-aminobenzamides and 2-aminobenzoates

An efficient and practical isatin-based oxidative domino protocol has been developed for the facile synthesis of 2-aminobenzamides and 2-aminobenzoates. The robust nature of this reaction system is reflected by accessible starting materials, room temperature and high-yield gram-scale synthesis.