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; |
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
2-Amino-5-chlorobenzamide
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% |
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
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
With aceton-washed saccharomyces cerevisiae In water; dimethyl sulfoxide at 32℃; | 69% |
2-amino-5-chlorobenzoic chloride
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
With ammonia at 0℃; for 0.5h; | 68% |
2-bromo-5-chlorobenzamide
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
With copper(l) iodide; sodium azide; ethanol; caesium carbonate at 20 - 95℃; Inert atmosphere; Sealed tube; | 66% |
anthranilic acid amide
2-Amino-5-chlorobenzamide
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; |
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With ammonium hydroxide |
2-nitro-5-chlorobenzamide
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol | |
With hydrogenchloride; tin(ll) chloride In water |
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
With samarium; iodine In methanol for 20h; Heating; |
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 |
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 |
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 |
Conditions | Yield |
---|---|
In acetic acid | 1.7 g (100%) |
anthranilic acid amide
A
2-amino-3-chloro-benzamide
B
2-Amino-5-chlorobenzamide
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
A
2-amino-5-iodoanthranilamide
B
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
With 1-butyl-3-methyl-pyridinium dichloroiodate for 1h; | A 77 %Chromat. B 73 %Chromat. |
5-chloro-2-nitrobenzoyl chloride
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ammonia 2: tin(ll) chloride; hydrogenchloride / water View Scheme |
Conditions | Yield |
---|---|
With iodine In ethanol for 4h; Inert atmosphere; Reflux; | 100% |
ethanol
2-Amino-5-chlorobenzamide
6-chloro-2-methylquinazolin-4-(3H)-one
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% |
Conditions | Yield |
---|---|
With α-chymotrypsin In ethanol at 60℃; for 40h; Enzymatic reaction; | 99% |
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
2-Amino-5-chlorobenzamide
6-chloro-2-(4-methoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one
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
benzyl alcohol
6-chloro-2-phenyl-3H-quinazolin-4-one
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
2-Amino-5-chlorobenzamide
2-phenyl-6-chloro-2,3-dihydroquinazolin-4(1H)-one
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
2-Amino-5-chlorobenzamide
(S)-2-(biphenyl-4-yl)-6-chloro-2,3-dihydroquinazolin-4(1H)-one
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
2-Amino-5-chlorobenzamide
6-chloro-2-phenyl-3H-quinazolin-4-one
Conditions | Yield |
---|---|
With acetic acid In ethanol at 110℃; for 24h; Inert atmosphere; Sealed tube; | 97% |
4-bromo-benzaldehyde
2-Amino-5-chlorobenzamide
2-(4-bromophenyl)-6-choloro-2,3-dihydroquinazolin-4(1H)-one
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% |
Conditions | Yield |
---|---|
With indium(III) bromide In acetonitrile at 20℃; for 0.666667h; | 96% |
Conditions | Yield |
---|---|
With indium(III) bromide In acetonitrile at 20℃; for 0.333333h; | 96% |
5-chlorosalicyclaldehyde
2-Amino-5-chlorobenzamide
2-(5′-chloro-2-hydroxylphenyl)-6-chloro-4-(3H)-quinazolinone
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% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl acetamide at 20℃; for 2h; | A 1.1% B 95% |
4-methyl-benzaldehyde
2-Amino-5-chlorobenzamide
6-chloro-2-(p-tolyl)-2,3-dihydroquinazolin-4(1H)-one
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
2-Amino-5-chlorobenzamide
5-chloro-2-(3-phenylpropiolamido)benzamide
Conditions | Yield |
---|---|
With pyridine at 0 - 5℃; for 24.5h; | 95% |
Conditions | Yield |
---|---|
With indium(III) bromide In acetonitrile at 20℃; for 0.666667h; | 95% |
1-naphthaldehyde
2-Amino-5-chlorobenzamide
6-chloro-2-(naphthalen-1-yl)-2,3-dihydroquinazolin-4(1H)-one
Conditions | Yield |
---|---|
With indium(III) bromide In acetonitrile at 20℃; for 1h; | 95% |
Conditions | Yield |
---|---|
With indium(III) bromide In acetonitrile at 20℃; for 0.5h; | 95% |
4-tert-butylphenylboronic acid
2-Amino-5-chlorobenzamide
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
4-methoxycarbonylphenylboronic acid
Conditions | Yield |
---|---|
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction; | 95% |
Ethyl oxalyl chloride
2-Amino-5-chlorobenzamide
ethyl 2-((2-carbamoyl-4-chlorophenyl)amino)-2-oxoacetate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h; | 94% |
With triethylamine In tetrahydrofuran at 0℃; for 3h; | 94% |
With pyridine |
Conditions | Yield |
---|---|
With sodium hydrogensulfite In N,N-dimethyl acetamide at 150℃; for 2h; | 94% |
4-nitrobenzaldehdye
2-Amino-5-chlorobenzamide
6-chloro-2-(4-nitrophenyl)-2,3-dihydroquinazolin-4(1H)-one
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
2-Amino-5-chlorobenzamide
6-chloro-2-(4-fluorophenyl)-2,3-dihydroquinazolin-4(1H)-one
Conditions | Yield |
---|---|
With indium(III) bromide In acetonitrile at 20℃; for 0.833333h; | 94% |
3,5-heptanedione
2-Amino-5-chlorobenzamide
6-chloro-2-ethylquinazolin-4(3Η)-one
Conditions | Yield |
---|---|
With phosphoric acid In ethanol at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 94% |
4-ethylphenylboronic acid
2-Amino-5-chlorobenzamide
Conditions | Yield |
---|---|
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction; | 94% |
Conditions | Yield |
---|---|
With dibromobis(triphenylphosphine)nickel(II); triethylamine; palladium dichloride In ethanol at 20℃; for 2h; Green chemistry; chemoselective reaction; | 94% |
4-pentynoic acid
2-Amino-5-chlorobenzamide
7-chloro-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazoline-1,5-dione
Conditions | Yield |
---|---|
With Echavarren's catalyst In 1,1-dichloroethane at 120℃; for 12h; Sealed vial; | 93% |
The IUPAC name of 2-Amino-5-chlorobenzamide is 2-amino-5-chlorobenzamide. With the CAS registry number 5202-85-7, it is also named as 5-Chloroanthranilamide. The product's categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic acid Series. Besides, it is white crystal, which should be sealed in dark, cool and dry place. In addition, its molecular formula is C7H7ClN2O and molecular weight is 170.60.
The other characteristics of this product can be summarized as: (1)EINECS: 225-990-3; (2)ACD/LogP: 1.45; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.45; (5)ACD/LogD (pH 7.4): 1.45; (6)ACD/BCF (pH 5.5): 7.41; (7)ACD/BCF (pH 7.4): 7.41; (8)ACD/KOC (pH 5.5): 145.94; (9)ACD/KOC (pH 7.4): 146.02; (10)H bond acceptors: 3; (11)H bond donors: 4; (12)Freely Rotating Bonds: 2; (13)Index of Refraction: 1.644; (14)Molar Refractivity: 44.31 cm3; (15)Molar Volume: 122.3 cm3; (16)Surface Tension: 62 dyne/cm; (17)Density: 1.394 g/cm3; (18)Flash Point: 129.3 °C; (19)Melting Point: 169-171 °C; (20)Enthalpy of Vaporization: 52.95 kJ/mol; (21)Boiling Point: 290.1 °C at 760 mmHg; (22)Vapour Pressure: 0.00211 mmHg at 25 °C.
Preparation of 2-Amino-5-chlorobenzamide: this chemical can be prepared by 6-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione.
This reaction needs 2% NH3 at ambient temperature for 4 hours. The yield is 88 %.
Uses of 2-Amino-5-chlorobenzamide: it can react with 2-Azido-benzoyl chloride to get 2-Azido-5'-chloro-2'-carboxamidobenzanilide.
This reaction will needs Pyridine at ambient temperature for 1 hour. The yield is 92 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. And this product is harmful by inhalation, in contact with skin and if swallowed. You should wear suitable protective clothing, gloves and eye/face protection when use it. Moreover, in case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.
People can use the following data to convert to the molecule structure.
(1)SMILES:Clc1cc(C(=O)N)c(N)cc1
(2)InChI:InChI=1/C7H7ClN2O/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H2,10,11)
(3)InChIKey:DNRVZOZGQHHDAT-UHFFFAOYAR ; (4)Std. InChI:InChI=1S/C7H7ClN2O/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H2,10,11)
(5)Std. InChIKey:DNRVZOZGQHHDAT-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LDLo | intraperitoneal | 56mg/kg (56mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Journal of Pharmaceutical Sciences. Vol. 60, Pg. 703, 1971. |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View