2-Amino-4-chlorobenzoic acid supplier

Name
2-Amino-4-chlorobenzoic acid
EINECS 201-938-5
CAS No. 89-77-0
Article Data28
CAS DataBase
Density 1.476 g/cm³
Solubility slightly soluble in water
Melting Point 231-233 °C(lit.)
Formula C₇H₆ClNO₂
Boiling Point 351.2 °C at 760 mmHg
Molecular Weight 171.583
Flash Point 166.2 °C
Transport Information
Appearance off-white powder
Safety 26-36-37/39
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms 4-Chloroanthranil acid;2-amino-4-chlorobenzoic-acid;2-amino-4-chloro-benzoate;Anthranilic acid, 4-chloro-;4-Chloroanthranilic acid;4-14-00-01072 (Beilstein Handbook Reference);4-Chloro-2-Aminobenzoic acid;2-amino-4-chloro-benzoic acid;Anthranilic acid, 4-chloro- (6CI,7CI,8CI);Benzoic acid, 2-amino-4-chloro-;
PSA 63.32000
LogP 2.20160

Synthetic route

: 50-84-0
2,4 dichlorobenzoic acid

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With ammonium hydroxide at 126 - 129℃; under 3800 - 9120 Torr; for 6h;	88%
With ammonia; copper at 120℃;

: 66909-52-2
2,4-dichlorobenzoic acid potassium salt

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With ammonium hydroxide; copper diacetate at 126 - 129℃; for 10h;	68%

: 6280-88-2
4-chloro-2-nitro-benzoic acid

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With tin(II) chloride dihdyrate In ethanol for 1h; Inert atmosphere;	23%
With platinum Hydrogenation;
With ammonia; iron(II) sulfate

: 6341-92-0
6-chloroisatin

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide

: 5900-59-4
2-amino-4-chlorobenzamide

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With sulfuric acid

: 61680-22-6
7-chloro-3-(3-chlorophenyl)quinazoline-2,4(1H,3H)-dione

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide

: 96385-49-8
4-chlorophthalamide

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With alkaline aqueous potassium hypobromite

: 5900-56-1
2-acetylamino-4-chlorobenzoic acid

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride Zers. des entstandenen Hydrochlorids mit Natriumacetat;

: 67-56-1
methanol

: 6341-92-0
6-chloroisatin

A: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

B: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium methylate 1.) 0-10 deg C 2.) room temperature, 30 min; Yield given. Multistep reaction;

...Expand

: 7147-90-2
4-chlorophthalimide

alkaline hypochlorite: alkaline hypochlorite

A: 89-77-0
2-Amino-4-chlorobenzoic acid

B N-<5-chloro-2-amino-benzoyl>-<5-chloro-2-amino-benzoic acid >(?): N-<5-chloro-2-amino-benzoyl>-<5-chloro-2-amino-benzoic acid >(?)

...Expand

4-chloro-phthalic acid imide: 4-chloro-phthalic acid imide

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide; sodium hypochlorite

: 50-84-0
2,4 dichlorobenzoic acid

: 7664-41-7
ammonia

copper: copper

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
at 120℃;

...Expand

: 35112-28-8
methyl 2,4-dichlorobenzoate

: ammonium hydroxide

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
at 120℃;

: 96385-49-8
4-chlorophthalamide

alkaline aqueous potassium hypobromite: alkaline aqueous potassium hypobromite

: 89-77-0
2-Amino-4-chlorobenzoic acid

4-chloro-phthalic acid imide: 4-chloro-phthalic acid imide

A: 91164-43-1
2-(2-Amino-5-chlor-benzoylamino)-5-chlor-benzoesaeure

B: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide; sodium hypochlorite

: 2909-38-8
m-chlorophenyl isocyanate

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

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

: 34662-32-3
4-chloro-2-nitrobenzonitrile

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid 2: iron (II)-sulfate; ammonia View Scheme
Multi-step reaction with 2 steps 1: iron; diluted acetic acid / <70 2: sulfuric acid View Scheme

: 89-63-4
4-Chloro-2-nitroaniline

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 2: sulfuric acid 3: iron (II)-sulfate; ammonia View Scheme
Multi-step reaction with 3 steps 2: iron; diluted acetic acid / <70 3: sulfuric acid View Scheme

: 5900-55-0
N-(5-chloro-2-methylphenyl)acetamide

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium permanganate; magnesium sulfate 2: concentrated hydrochloric acid / Zers. des entstandenen Hydrochlorids mit Natriumacetat View Scheme

: 74-11-3
para-chlorobenzoic acid

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / water / 6 h / 60 °C / Cooling with ice 2: ammonium formate; 5%-palladium/activated carbon / ethanol / 6 h / Reflux View Scheme

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

: 89-77-0
2-Amino-4-chlorobenzoic acid

Conditions

Conditions	Yield
With water; sodium hydroxide In ethanol for 1.5h; Reflux;

: 57-13-6
urea

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 13165-35-0
7-chloroquinazoline-2,4-dione

Conditions

Conditions	Yield
at 200℃; for 1h;	100%
at 200℃; for 2h;	85%
With sodium hydroxide In water for 120h; Heating;	33%

: 127000-91-3
(2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 206350-07-4
2-Amino-4-chloro-N-[(1R,2R)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-benzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 18h; Ambient temperature;	100%
With 2,6-dimethylpyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	32 mg
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 37585-16-3
(2-amino-4-chlorophenyl)methanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	100%
Stage #1: 2-Amino-4-chlorobenzoic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h; Stage #2: With water; sodium hydroxide In tetrahydrofuran	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h;	100%

: 41979-39-9
4-piperidone hydrochloride

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 1451261-87-2
1-(2-amino-4-chlorobenzoyl)piperidin-4-one

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h;	100%

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 149-73-5
trimethyl orthoformate

: 31374-18-2
7-chloroquinazolin-4(1H)-one

Conditions

Conditions	Yield
With ammonia In methanol at 120℃; for 2h;	99%
With ammonium acetate In methanol at 120℃; for 3h;	92%

: 123-75-1
pyrrolidine

: 89-77-0
2-Amino-4-chlorobenzoic acid

: (2-amino-4-chloro-phenyl)-pyrrolidin-1-yl-methanone

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;	99%

: 598-21-0
2-Bromoacetyl bromide

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 178270-85-4
2-(2-bromoacetamido)-4-chlorobenzoic acid

Conditions

Conditions	Yield
In 1,4-dioxane; N,N-dimethyl-formamide at 0 - 20℃;	99%
In 1,4-dioxane; N,N-dimethyl-formamide at 0 - 20℃;	99%
In 1,4-dioxane; N,N-dimethyl-formamide at 0 - 20℃;	99%
In 1,4-dioxane; N,N-dimethyl-formamide at 20℃;

: 108-94-1
cyclohexanone

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 5396-25-8
6,9-dichloro-1,2,3,4-tetrahydroacridine

Conditions

Conditions	Yield
With trichlorophosphate for 3h; Heating / reflux;	98.2%
With trichlorophosphate for 2h; Cyclization; condensation; Heating;	93%
With trichlorophosphate for 2h; Heating;	93%

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 20324-49-6
2-mercapto-4-chlorobenzoic acid

Conditions

Conditions	Yield
Stage #1: 2-Amino-4-chlorobenzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 0 - 5℃; for 0.5h; Stage #2: With potassium ethyl xanthogenate In water at 75 - 80℃; for 0.5h; Stage #3: With hydrogenchloride; sodium hydroxide; water; sodium hydrogensulfite more than 3 stages;	98%
Stage #1: 2-Amino-4-chlorobenzoic acid With hydrogenchloride; sodium hydroxide; sodium nitrite In water at 0℃; for 1h; Stage #2: With potassium ethyl xanthogenate; sodium hydroxide In water at 65℃;	63%
With hydrogenchloride; sodium disulfide; acetic acid; zinc; sodium nitrite Multistep reaction;

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 50419-88-0
2-amino-5-bromo-4-chlorobenzene carboxylic acid

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetonitrile at 20℃; for 1h;	98%
With bromine In methanol at -15 - -10℃; for 2h; Concentration;	92%
With bromine In methanol at -78℃; for 2h;	62%

: 108-24-7
acetic anhydride

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 708-73-6
7-chloro-2-methyl-4H-3,1-benzoxazin-4-one

Conditions

Conditions	Yield
at 150℃; for 0.333333h; Microwave irradiation; Sealed tube;	97%
for 2h; Acetylation; cyclization; condensation; Heating;	81%
Reflux;	81%

: 186581-53-3, 908094-01-9
diazomethane

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 1h;	97%

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 31374-18-2
7-chloro-3,4-dihydroquinazolin-4-one

Conditions

Conditions	Yield
With acetic acid; diethylamine at 150℃; for 2h; Product distribution / selectivity;	96.1%
With montmorillonite K-10 for 0.0666667h; microwave irradiation;	94%
at 130 - 160℃; for 5h;	90.7%

: 2131-55-7
4-Chlorophenyl isothiocyanate

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 118449-37-9
7-chloro-3-(4-chlorophenyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

Conditions

Conditions	Yield
In ethanol Heating;	95%

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 31374-18-2
7-chloro-4-hydroxyquinazoline

Conditions

Conditions	Yield
at 160℃; for 4h;	95%
1.) 120 deg C, 2 h; 2.) 170 deg C, 2 h;
at 200℃; for 6h;

: 61464-95-7
(Chlorocarbonyl-phenyl-methyl)-carbamic acid benzyl ester

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 350238-17-4
2-(2-benzyloxycarbonylamino-2-phenyl-acetylamino)-4-chloro-benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran	95%

: 89-77-0
2-Amino-4-chlorobenzoic acid

: ammonium 4-chloroanthranilate

Conditions

Conditions	Yield
With ammonia In methanol at 20℃; for 2h;	95%

: 103-67-3
benzyl-methyl-amine

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 2-amino-N-benzyl-4-chloro-N-methyl-benzamide

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃;	95%

: 696-59-3
cis,trans-2,5-dimethoxytetrahydrofuran

: 7379-35-3
4-chlorpyridine hydrochloride

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 55540-33-5
1-(2-carboxy-4-chlorophenyl)pyrrole

Conditions

Conditions	Yield
In 1,4-dioxane; water	95%

...Expand

: 64-19-7
acetic acid

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 929-06-6
2-(2-Aminoethoxy)ethanol

: 1268696-00-9
C13H15ClN2O3

Conditions

Conditions	Yield
With montmorillonite K 10 for 0.0333333h; Microwave irradiation;	95%

...Expand

: 802294-64-0
propionic acid

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 929-06-6
2-(2-Aminoethoxy)ethanol

: 1268695-99-3
C14H17ClN2O3

Conditions

Conditions	Yield
With montmorillonite K 10 for 0.0333333h; Microwave irradiation;	95%

...Expand

: 3473-63-0
formamidine acetic acid

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 31374-18-2
7-chloro-3,4-dihydroquinazolin-4-one

Conditions

Conditions	Yield
In water Microwave irradiation;	95%
In 2-methoxy-ethanol at 120℃; for 16h;	88.1%
In 2-methoxy-ethanol Reflux;
In 2-methoxy-ethanol for 18h; Reflux;
In 2-methoxy-ethanol at 130℃;

: 32315-10-9
bis(trichloromethyl) carbonate

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 40928-13-0
4-chloroisatoic anhydride

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; Inert atmosphere;	94.4%
In tetrahydrofuran at 20℃; for 18h;	83%
With pyridine In dichloromethane; acetonitrile at 50℃; for 2h;	74%

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 407-25-0
trifluoroacetic anhydride

: 42772-89-4
7-chloro-2-(trifluoromethyl)-4H-benzo[d][1,3]-oxazin-4-one

Conditions

Conditions	Yield
at 20℃; for 3h;	94.4%

: 67-56-1
methanol

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 5900-58-3
2-amino-4-chloro-benzoic acid methyl ester

Conditions

Conditions	Yield
With sulfuric acid for 12h; Heating;	94%
With thionyl chloride at -5℃; for 4.5h; Temperature; Reflux; Industrial scale;	83%
With thionyl chloride at 0 - 5℃; for 24h; Reflux;	82%

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 113290-36-1
methyl 4-chloro-2-(N,N-dimethyl-N'-formamidinyl)benzoate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Heating;	94%

: 3473-63-0
formamidine acetic acid

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 31374-18-2
7-chloroquinazolin-4(1H)-one

Conditions

Conditions	Yield
In ethyl methyl ether Reflux;	94%

: 75-44-5
phosgene

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 40928-13-0
4-chloroisatoic anhydride

Conditions

Conditions	Yield
With sodium carbonate In toluene at 20℃; Cycloaddition;	93%
In 1,4-dioxane at 40℃; for 1.5h;
In 1,4-dioxane at 20℃; for 1h;
In tetrahydrofuran; toluene at 20℃; for 24h; Inert atmosphere;

: 98-88-4
benzoyl chloride

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 7033-52-5
7-chloro-2-phenyl-4H-benzo[d][1,3]oxazin-4-one

Conditions

Conditions	Yield
With pyridine for 0.5h; Acylation; cyclization; condensation;	93%
With pyridine at 0 - 20℃; for 3h;	70%
With pyridine at 20℃; for 12.5h; Time; Cooling with ice;	60.2%

: 75-44-5
phosgene

: 497-19-8
sodium carbonate

: 89-77-0
2-Amino-4-chlorobenzoic acid

A: 40928-13-0
4-chloroisatoic anhydride

B: 252232-80-7
2-amino-4-chloro-5-nitrobenzamide

Conditions

Conditions	Yield
In water; toluene	A 93% B n/a

...Expand

2-Amino-4-chlorobenzoic acid Chemical Properties

The Molecular formula of 2-Amino-4-chlorobenzoic acid(89-77-0) : C₇H₆ClNO₂
The Molecular Weight of 2-Amino-4-chlorobenzoic acid(89-77-0): 171.58
Molecular Structure :
Melting point: 231-235 ^oC
WATER solubility: slightly soluble
Appearance: White or yellowish crystal

2-Amino-4-chlorobenzoic acid Uses

2-Amino-4-chlorobenzoic acid(89-77-0) is a intermediate for pharmaceuticals, and other organic products

2-Amino-4-chlorobenzoic acid Toxicity Data With Reference

Irritating to eyes, respiratory system and skin.The toxicological properties of 2-Amino-4-chlorobenzoic acid(89-77-0) have not been fully investigated.
Potential Health Effects
Eye: Causes eye irritation.
Skin: Causes skin irritation.
Ingestion: May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation: May cause irritation of the respiratory tract with burning pain in the nose and throat, coughing, wheezing, shortness of breath and pulmonary edema.

2-Amino-4-chlorobenzoic acid Safety Profile

The Hazard Codes of 2-Amino-4-chlorobenzoic acid(89-77-0) : Xi
The Risk Statements information of 2-Amino-4-chlorobenzoic acid(89-77-0) :
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of 2-Amino-4-chlorobenzoic acid(89-77-0):
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection

2-Amino-4-chlorobenzoic acid Standards and Recommendations

PURITY (HPLC): 98.0% min
MOISTURE: 0.2% max

2-Amino-4-chlorobenzoic acid Specification

Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials: Strong oxidizing agents.
Hazardous Decomposition Products: CARBON monoxide, oxides of NITROGEN, CARBON DIOXIDE.
Hazardous Polymerization: Has not been reported.

Product Name

2-Amino-4-chlorobenzoic acid

Synthetic route

2-Amino-4-chlorobenzoic acid Chemical Properties

2-Amino-4-chlorobenzoic acid Uses

2-Amino-4-chlorobenzoic acid Toxicity Data With Reference

2-Amino-4-chlorobenzoic acid Safety Profile

2-Amino-4-chlorobenzoic acid Standards and Recommendations

2-Amino-4-chlorobenzoic acid Specification

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