Conditions | Yield |
---|---|
With ammonium hydroxide at 126 - 129℃; under 3800 - 9120 Torr; for 6h; | 88% |
With ammonia; copper at 120℃; |
2,4-dichlorobenzoic acid potassium salt
2-Amino-4-chlorobenzoic acid
Conditions | Yield |
---|---|
With ammonium hydroxide; copper diacetate at 126 - 129℃; for 10h; | 68% |
Conditions | Yield |
---|---|
With tin(II) chloride dihdyrate In ethanol for 1h; Inert atmosphere; | 23% |
With platinum Hydrogenation; | |
With ammonia; iron(II) sulfate |
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide |
Conditions | Yield |
---|---|
With sulfuric acid |
7-chloro-3-(3-chlorophenyl)quinazoline-2,4(1H,3H)-dione
2-Amino-4-chlorobenzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
4-chlorophthalamide
2-Amino-4-chlorobenzoic acid
Conditions | Yield |
---|---|
With alkaline aqueous potassium hypobromite |
Conditions | Yield |
---|---|
With hydrogenchloride Zers. des entstandenen Hydrochlorids mit Natriumacetat; |
methanol
6-chloroisatin
A
2-amino-4-chloro-benzoic acid methyl ester
B
2-Amino-4-chlorobenzoic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide; sodium methylate 1.) 0-10 deg C 2.) room temperature, 30 min; Yield given. Multistep reaction; |
2-Amino-4-chlorobenzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide; sodium hypochlorite |
Conditions | Yield |
---|---|
at 120℃; |
Conditions | Yield |
---|---|
at 120℃; |
4-chlorophthalamide
2-Amino-4-chlorobenzoic acid
A
2-(2-Amino-5-chlor-benzoylamino)-5-chlor-benzoesaeure
B
2-Amino-4-chlorobenzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide; sodium hypochlorite |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: AlCl3; NaCl 2: aqueous KOH View Scheme |
4-chloro-2-nitrobenzonitrile
2-Amino-4-chlorobenzoic acid
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 |
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 |
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 |
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 |
Conditions | Yield |
---|---|
With water; sodium hydroxide In ethanol for 1.5h; Reflux; |
Conditions | Yield |
---|---|
at 200℃; for 1h; | 100% |
at 200℃; for 2h; | 85% |
With sodium hydroxide In water for 120h; Heating; | 33% |
(2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
2-Amino-4-chlorobenzoic acid
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 | 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; |
2-Amino-4-chlorobenzoic acid
(2-amino-4-chlorophenyl)methanol
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% |
4-piperidone hydrochloride
2-Amino-4-chlorobenzoic acid
1-(2-amino-4-chlorobenzoyl)piperidin-4-one
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% |
2-Amino-4-chlorobenzoic acid
trimethyl orthoformate
7-chloroquinazolin-4(1H)-one
Conditions | Yield |
---|---|
With ammonia In methanol at 120℃; for 2h; | 99% |
With ammonium acetate In methanol at 120℃; for 3h; | 92% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 99% |
2-Bromoacetyl bromide
2-Amino-4-chlorobenzoic acid
2-(2-bromoacetamido)-4-chlorobenzoic acid
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℃; |
cyclohexanone
2-Amino-4-chlorobenzoic acid
6,9-dichloro-1,2,3,4-tetrahydroacridine
Conditions | Yield |
---|---|
With trichlorophosphate for 3h; Heating / reflux; | 98.2% |
With trichlorophosphate for 2h; Cyclization; condensation; Heating; | 93% |
With trichlorophosphate for 2h; Heating; | 93% |
2-Amino-4-chlorobenzoic acid
2-mercapto-4-chlorobenzoic acid
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; |
2-Amino-4-chlorobenzoic acid
2-amino-5-bromo-4-chlorobenzene carboxylic acid
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% |
acetic anhydride
2-Amino-4-chlorobenzoic acid
7-chloro-2-methyl-4H-3,1-benzoxazin-4-one
Conditions | Yield |
---|---|
at 150℃; for 0.333333h; Microwave irradiation; Sealed tube; | 97% |
for 2h; Acetylation; cyclization; condensation; Heating; | 81% |
Reflux; | 81% |
diazomethane
2-Amino-4-chlorobenzoic acid
2-amino-4-chloro-benzoic acid methyl ester
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 1h; | 97% |
formamide
2-Amino-4-chlorobenzoic acid
7-chloro-3,4-dihydroquinazolin-4-one
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% |
4-Chlorophenyl isothiocyanate
2-Amino-4-chlorobenzoic acid
7-chloro-3-(4-chlorophenyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one
Conditions | Yield |
---|---|
In ethanol Heating; | 95% |
formamide
2-Amino-4-chlorobenzoic acid
7-chloro-4-hydroxyquinazoline
Conditions | Yield |
---|---|
at 160℃; for 4h; | 95% |
1.) 120 deg C, 2 h; 2.) 170 deg C, 2 h; | |
at 200℃; for 6h; |
(Chlorocarbonyl-phenyl-methyl)-carbamic acid benzyl ester
2-Amino-4-chlorobenzoic acid
2-(2-benzyloxycarbonylamino-2-phenyl-acetylamino)-4-chloro-benzoic acid
Conditions | Yield |
---|---|
In tetrahydrofuran | 95% |
2-Amino-4-chlorobenzoic acid
Conditions | Yield |
---|---|
With ammonia In methanol at 20℃; for 2h; | 95% |
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; | 95% |
cis,trans-2,5-dimethoxytetrahydrofuran
4-chlorpyridine hydrochloride
2-Amino-4-chlorobenzoic acid
1-(2-carboxy-4-chlorophenyl)pyrrole
Conditions | Yield |
---|---|
In 1,4-dioxane; water | 95% |
acetic acid
2-Amino-4-chlorobenzoic acid
2-(2-Aminoethoxy)ethanol
C13H15ClN2O3
Conditions | Yield |
---|---|
With montmorillonite K 10 for 0.0333333h; Microwave irradiation; | 95% |
propionic acid
2-Amino-4-chlorobenzoic acid
2-(2-Aminoethoxy)ethanol
C14H17ClN2O3
Conditions | Yield |
---|---|
With montmorillonite K 10 for 0.0333333h; Microwave irradiation; | 95% |
formamidine acetic acid
2-Amino-4-chlorobenzoic acid
7-chloro-3,4-dihydroquinazolin-4-one
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℃; |
bis(trichloromethyl) carbonate
2-Amino-4-chlorobenzoic acid
4-chloroisatoic anhydride
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% |
2-Amino-4-chlorobenzoic acid
trifluoroacetic anhydride
7-chloro-2-(trifluoromethyl)-4H-benzo[d][1,3]-oxazin-4-one
Conditions | Yield |
---|---|
at 20℃; for 3h; | 94.4% |
methanol
2-Amino-4-chlorobenzoic acid
2-amino-4-chloro-benzoic acid methyl ester
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% |
N,N-dimethyl-formamide dimethyl acetal
2-Amino-4-chlorobenzoic acid
methyl 4-chloro-2-(N,N-dimethyl-N'-formamidinyl)benzoate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Heating; | 94% |
formamidine acetic acid
2-Amino-4-chlorobenzoic acid
7-chloroquinazolin-4(1H)-one
Conditions | Yield |
---|---|
In ethyl methyl ether Reflux; | 94% |
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; |
benzoyl chloride
2-Amino-4-chlorobenzoic acid
7-chloro-2-phenyl-4H-benzo[d][1,3]oxazin-4-one
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% |
phosgene
sodium carbonate
2-Amino-4-chlorobenzoic acid
A
4-chloroisatoic anhydride
B
2-amino-4-chloro-5-nitrobenzamide
Conditions | Yield |
---|---|
In water; toluene | A 93% B n/a |
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(89-77-0) is a intermediate for pharmaceuticals, and other organic products
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.
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
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