2-Amino-6-chlorobenzoic acid supplier

Name
2-Amino-6-chlorobenzoic acid
EINECS 218-416-8
CAS No. 2148-56-3
Article Data17
CAS DataBase
Density 1.476 g/cm³
Solubility Very soluble in water. Soluble in methanol.
Melting Point 158-160 °C(lit.)
Formula C₇H₆ClNO₂
Boiling Point 339.3 °C at 760 mmHg
Molecular Weight 171.583
Flash Point 159 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Anthranilicacid, 6-chloro- (6CI,7CI,8CI);6-Chloroanthranilic acid;
PSA 63.32000
LogP 2.20160

Synthetic route

: 5344-49-0
2-chloro-6-nitrobenzoic acid

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
With potassium bisulfite; cerium(III) chloride; potassium chloride; 2-methoxy-phenol In ethanol at 65℃; for 8h; Time;	90%
With platinum Hydrogenation;
With ammonium hydroxide; iron(II) sulfate
With iron(II) sulfate

: 616224-61-4
2-[(tert-butoxycarbonyl)amino]-6-chlorobenzoic acid

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 90℃; under 760.051 Torr; for 1h; Temperature;	99.5%

: 6575-11-7
2-amino-6-chlorobenzonitrile

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; potassium hydroxide Reflux;	94%
With dihydrogen peroxide; potassium hydroxide In water for 12h; Reflux;	94%

: 19407-42-2
2-(acetylamino)-6-chlorobenzoic acid

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride Zers. des entstandenen Hydrochlorids mit Natriumdicarbonat;
With hydrogenchloride at 80 - 90℃; for 1.5h;

: 7463-35-6
N-(3-chloro-2-methylphenyl)acetamide

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65.7 percent / potassium permanganate; magnesium sulfate heptahydrate / H2O / 5 h / 135 - 160 °C 2: hydrochloric acid / 1.5 h / 80 - 90 °C View Scheme
Multi-step reaction with 2 steps 1: potassium permanganate; magnesium sulfate 2: concentrated hydrochloric acid / Zers. des entstandenen Hydrochlorids mit Natriumdicarbonat View Scheme
Multi-step reaction with 2 steps 1: potassium permanganate; magnesium sulfate; water 2: aqueous hydrochloric acid View Scheme

: 6344-05-4
4-chloroisatin

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide

: 19407-43-3
2-benzoylamino-6-chloro-benzoic acid

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 6259-40-1
3-chloro-2-methyl-aniline; hydrochloride

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

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

: 87-60-5
3-chloro-2-methylbenzenamine

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 90.2 percent / CH2Cl2 2: 65.7 percent / potassium permanganate; magnesium sulfate heptahydrate / H2O / 5 h / 135 - 160 °C 3: hydrochloric acid / 1.5 h / 80 - 90 °C View Scheme
Multi-step reaction with 3 steps 1: fluorobenzene / 2 h / 50 °C 2: water / tetrahydrofuran / 9.17 h / 155 - 175 °C / 5320.36 - 7600.51 Torr / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane; water / 1 h / 90 °C / 760.05 Torr View Scheme

: 118-92-3
anthranilic acid

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
With D-glucose; Escherichia coli flavin reductase; Bacillus megaterium glucose dehydrogenase; Lechevalieria aerocolonigenes tryptophan-7-halogenase; flavin adenine dinucleotide; NADH; sodium chloride In aq. phosphate buffer; isopropyl alcohol pH=7.4; Enzymatic reaction;

4-chloro-isatin: 4-chloro-isatin

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
With sodium azide; sulfuric acid

: 6575-07-1
2-chloro-6-nitrobenzonitrile

: 2148-56-3
2-chloro-6-aminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (i) H2SO4, (ii) aq. NaNO2 2: FeSO4 View Scheme

: 75-44-5
phosgene

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 20829-96-3
5-chloro-1H-benzo[d][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
In 1,4-dioxane at 12 - 20℃;	99%
In 1,4-dioxane at 0 - 23℃; for 24h;	93%
With potassium hydroxide In water; toluene	91%

: 32315-10-9
bis(trichloromethyl) carbonate

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 20829-96-3
5-chloro-1H-benzo[d][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
In 1,4-dioxane for 2h; Reflux;	99%
In 1,4-dioxane Reflux;	99%
With pyridine In dichloromethane; acetonitrile at 50℃; for 2h;	97%

: 306296-91-3
2-methyl-4-(piperidin-4-yl)-1-[1-(4-trifluoromethylphenyl)ethyl]piperazine

: 2148-56-3
2-chloro-6-aminobenzoic acid

: C26H32ClF3N4O

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;	98%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 16h;	80%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 75-36-5
acetyl chloride

: 20829-96-3
5-chloro-1H-benzo[d][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With chloroformic acid ethyl ester In 1,4-dioxane at 50℃; for 11h; Heating / reflux;	97%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 75-36-5
acetyl chloride

: 4743-17-3
5-Chloroisatoic anhydride

Conditions

Conditions	Yield
Stage #1: 2-chloro-6-aminobenzoic acid With chloroformic acid ethyl ester In 1,4-dioxane for 1h; Heating / reflux; Stage #2: acetyl chloride In 1,4-dioxane at 50℃; for 10h;	97%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 39885-08-0
(2-amino-6-chlorophenyl)methanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;	95%
With borane-THF In tetrahydrofuran at 0 - 30℃; for 1.66667h; Inert atmosphere;	88%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h;	87%

: 6061-04-7
1,1-dichloro-2-nitro ethylene

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 2-chloro-6-(2-nitroacetamido)benzoic acid

Conditions

Conditions	Yield
In water at 50℃; for 6h; Temperature; Green chemistry;	95%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 731007-25-3
2-amino-3,5,6-trichloro-benzoic acid

Conditions

Conditions	Yield
With N-chloro-succinimide In N,N-dimethyl-formamide at 80 - 90℃;	95%

: 852029-79-9
{(1S)-1-[4-phenyl-1-(propylsulfonyl)piperidin-4-yl]ethyl}amine

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 852029-50-6
2-amino-6-chloro-N-((4-phenyl-1-(propylsulfonyl)piperidin-4-yl)methyl)benzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Polystyrene;	94%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 74-88-4
methyl iodide

: 41632-04-6
methyl 6-chloroanthranilate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	93%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	93%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;	82%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	82%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 18h;	56%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 41632-04-6
methyl 6-chloroanthranilate

Conditions

Conditions	Yield
In methanol; hexane; benzene at 20℃; for 1h;	91%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 79-04-9
chloroacetyl chloride

: 127603-58-1
6-Chloro-4,1-benzoxazepin-2,5-dione

Conditions

Conditions	Yield
With sodium hydroxide In N-methyl-acetamide; water	91%

: 306297-33-6
C19H28F3N3

: 2148-56-3
2-chloro-6-aminobenzoic acid

: C26H32ClF3N4O

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine	90%

: 16502-01-5
tetrahydrobetacarboline

: 2148-56-3
2-chloro-6-aminobenzoic acid

: (2-amino-6-chlorophenyl)(1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)methanone

Conditions

Conditions	Yield
With triethylamine; HATU	89%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 5918-97-8
4-chloro-1,3-dihydro-2H-benzoimidazol-2-one

Conditions

Conditions	Yield
With sodium azide; ammonium chloride; trichlorophosphate; N,N-dimethyl-formamide at 0 - 20℃; Curtius rearrangement;	88%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 108-24-7
acetic anhydride

: 5627-73-6
5-chloro-2-methyl-4-oxo-4H-benzo[d][1,3]oxazine

Conditions

Conditions	Yield
at 130℃; for 6h; Inert atmosphere;	87%
at 130℃;	78%
Reflux;	76%
for 0.666667h; cyclocondensation; Heating;	32%
for 2h; Reflux;

: 15761-39-4
1-(tert-butoxycarbonyl)-L-proline

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 62-53-3
aniline

: 1615680-13-1
tert-butyl (S)-2-(5-chloro-4-oxo-3-phenyl-3,4-dihydroquinazoline-2-yl)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: 1-(tert-butoxycarbonyl)-L-proline; 2-chloro-6-aminobenzoic acid With triphenyl phosphite In pyridine at 70℃; for 2h; Stage #2: aniline In pyridine at 70℃; for 2h;	86%
Stage #1: 1-(tert-butoxycarbonyl)-L-proline; 2-chloro-6-aminobenzoic acid With pyridine; triphenyl phosphite at 70℃; Stage #2: aniline at 70 - 80℃;

...Expand

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 77-78-1
dimethyl sulfate

: 41632-04-6
methyl 6-chloroanthranilate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	86%
With sodium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;	75.8%

: 55183-45-4
hex-5-in-carboxyl chloride

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 5-chloro-2-(pent-4-yn-1-yl)-4H-3,1-benzoxazin-4-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h;	86%

: 22065-57-2
ethyl 2-phenyldiazoacetate

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 2-chloro-6-((2-ethoxy-2-oxo-1-phenylethyl)amino)benzoic acid

Conditions

Conditions	Yield
With C43H37Br2CuN3P2(1+)*ClO4(1-) In methanol at 0 - 20℃; for 8h; Schlenk technique; Inert atmosphere; chemoselective reaction;	85%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 79-30-1
isobutyryl chloride

: 57334-25-5
5-chloro-2-isopropyl-4H-3,1-benzoxazin-4-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h;	85%

: 189999-35-7
[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 2′-iodo-[1,1′-biphenyl]-2-yl 2-amino-6-chlorobenzoate

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; sodium carbonate In 1,4-dioxane at 95℃; for 17h; Molecular sieve; Green chemistry;	84%
With copper(l) iodide; 1,10-Phenanthroline; sodium carbonate In 1,4-dioxane at 95℃; for 17h; Sealed tube;

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 54166-95-9
2-amino-6-chlorobenzamide

Conditions

Conditions	Yield
Stage #1: 2-chloro-6-aminobenzoic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: With ammonium hydroxide In tetrahydrofuran at 20℃; for 23h;	83%
Stage #1: 2-chloro-6-aminobenzoic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: With ammonium hydroxide at 20℃; for 23h;	83%
Multi-step reaction with 2 steps 1: pyridine / dichloromethane; acetonitrile / Inert atmosphere 2: ethanol; ammonia / 2 h / 20 °C View Scheme

: 7031-27-8
(phenylthio)acetic acid chloride

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 1265087-53-3
2-chloro-6-(2-phenylsulfanyl-acetylamino)benzoic acid

Conditions

Conditions	Yield
Stage #1: (phenylthio)acetic acid chloride; 2-chloro-6-aminobenzoic acid With sodium hydroxide In water at 0 - 20℃; for 3h; Stage #2: With hydrogenchloride In water pH=4 - 5;	82%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 3030-19-1
2-amino-5-bromo-6-chlorobenzoic acid

Conditions

Conditions	Yield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 0 - 20℃; for 16h;	82%

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 90-04-0
2-methoxy-phenylamine

: 371243-74-2
2-Amino-6-chloro-N-(2-methoxyphenyl)benzamide

Conditions

Conditions	Yield
With thionyl chloride In dichloromethane; chloroform; benzene	81%
Stage #1: 2-chloro-6-aminobenzoic acid With sulfuryl dichloride In benzene for 24h; Heating / reflux; Stage #2: 2-methoxy-phenylamine In chloroform at 65℃; for 2h;

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 75-03-6
ethyl iodide

: 172217-11-7
ethyl 2-amino-6-chlorobenzoate

Conditions

Conditions	Yield
Stage #1: 2-chloro-6-aminobenzoic acid With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃; for 48h;	80%
In N,N-dimethyl-formamide; mineral oil; Petroleum ether
In N,N-dimethyl-formamide; mineral oil; Petroleum ether

2-Amino-6-chlorobenzoic acid Chemical Properties

IUPAC Name: 2-amino-6-chlorobenzoic acid
Empirical Formula: C₇H₆ClNO₂
Molecular Weight: 171.581g/mol
EINECS: 218-416-8
Structure of 2-Amino-6-chlorobenzoic acid (CAS NO.2148-56-3):

Index of Refraction: 1.648
Molar Refractivity: 42.31 cm³
Molar Volume: 116.1 cm³
Polarizability: 16.77×10^-24cm³
Surface Tension: 65.9 dyne/cm
Density: 1.476 g/cm³
Flash Point: 159 °C
Enthalpy of Vaporization: 61.5 kJ/mol
Melting Point: 158-160 °C(lit.)
Boiling Point: 339.3 °C at 760 mmHg
Vapour Pressure: 3.61E-05 mmHg at 25°C
Physical Appearance: white to light yellow crystal powder
Product Categories: benzene derivative;Amino Acids and Derivatives;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids
Canonical SMILES: C1=CC(=C(C(=C1)Cl)C(=O)O)N
InChI: InChI=1S/C7H6ClNO2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,9H2,(H,10,11)
InChIKey: SZCPTRGBOVXVCA-UHFFFAOYSA-N

2-Amino-6-chlorobenzoic acid Uses

2-Amino-6-chlorobenzoic acid (2148-56-3)is used as intermediate for medicine and pesticides.

2-Amino-6-chlorobenzoic acid Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant

2-Amino-6-chlorobenzoic acid Specification

First Aid Measures of 2-Amino-6-chlorobenzoic acid (2148-56-3):
Ingestion:Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Storage of 2-Amino-6-chlorobenzoic acid (2148-56-3):
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Product Name

2-Amino-6-chlorobenzoic acid

Synthetic route

2-Amino-6-chlorobenzoic acid Chemical Properties

2-Amino-6-chlorobenzoic acid Uses

2-Amino-6-chlorobenzoic acid Safety Profile

2-Amino-6-chlorobenzoic acid Specification

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