Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h; | 100% |
With hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h; | 100% |
With 5%-palladium/activated carbon; hydrogen In methanol under 775.743 Torr; for 15h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With lithium hydroxide In tetrahydrofuran; methanol; water at 20℃; | 99% |
Conditions | Yield |
---|---|
Stage #1: 5-methoxylindole With bromamine B; sodium hydroxide; palladium dichloride In water; acetonitrile at 60℃; for 3.33333h; pH=12; Stage #2: In water Acidic conditions; | 96% |
With ruthenium trichloride; osmium(VIII) oxide; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 4.5h; | 96% |
5,5′-dimethoxyindigo
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Stage #1: 5,5′-dimethoxyindigo With bromamine B; sodium hydroxide; palladium dichloride In water; acetonitrile at 60℃; for 2.16667h; pH=12; Stage #2: In water Acidic conditions; | 96% |
2-(3,3-Dimethyl-ureido)-5-methoxy-benzoic acid methyl ester
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 100℃; for 24h; | 89% |
Conditions | Yield |
---|---|
With sulfuric acid Behandeln des erhaltenen 5-Methoxy-isatins mit wss. Natronlauge und wss. Wasserstoffperoxid; |
6-methoxy-3-(4-methoxy-phenyl)-1H-quinazoline-2,4-dione
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With potassium hydroxide Hydrolysis; |
2-(acetylamino)-5-methoxybenzoic acid
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
With hydrogenchloride | |
With sodium hydroxide |
carbon monoxide
1-(acetamino)-2-bromo-4-methoxybenzene
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide; tributyl-amine; water; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride 1) 110-125 deg C, 2-3 atm, 7 h, 2) H2O, EtOH, 95 deg C, 18 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) tert-butyllithium, N,N,N',N'-tetramethylethylenediamine / 1.) diethyl ether, -50 deg C, 2 h, 2.) diethyl ether 2: diethyl ether 3: 89 percent / hydrochloric acid / 24 h / 100 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 80 percent / pyridine / CH2Cl2 / 20 h / Heating 2: 1.) tert-butyllithium, N,N,N',N'-tetramethylethylenediamine / 1.) diethyl ether, -50 deg C, 2 h, 2.) diethyl ether 3: diethyl ether 4: 89 percent / hydrochloric acid / 24 h / 100 °C View Scheme |
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethyl ether 2: 89 percent / hydrochloric acid / 24 h / 100 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 58.6 percent / aq. NaOH 2: 34 percent / KMnO4, pyridine / H2O / 6 h / Heating 3: 97.5 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h / 760 Torr / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 34 percent / KMnO4, pyridine / H2O / 6 h / Heating 2: 97.5 percent / H2 / 10percent Pd/C / ethyl acetate / 1 h / 760 Torr / Ambient temperature View Scheme |
p-anisidine hydrochloride
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium sulfate; water; hydroxylamine hydrochloride 2: sulfuric acid / Behandeln des erhaltenen 5-Methoxy-isatins mit wss. Natronlauge und wss. Wasserstoffperoxid View Scheme |
2-nitro-5-hydroxybenzaldehyde
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: diluted alkaline solution / 60 °C 2: permanganate 3: tin (II)-chloride; concentrated hydrochloric acid View Scheme |
5-methoxy-2-nitro-benzaldehyde
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: permanganate 2: tin (II)-chloride; concentrated hydrochloric acid View Scheme | |
Multi-step reaction with 2 steps 2: ferrosulfate; ammonia View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: bei der Nitrierung 2: diluted alkaline solution / 60 °C 3: permanganate 4: tin (II)-chloride; concentrated hydrochloric acid View Scheme |
(E)-1,2-bis(4-methoxyphenyl)diazene
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2; benzene / 220 - 230 °C / 110326 Torr 2: aqueous NaOH View Scheme |
4-acetamido-3-methylphenol
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: alkali 2: permanganate; magnesium sulfate 3: concentrated hydrochloric acid View Scheme |
N-(4-methoxy-2-methylphenyl)acetamide
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: permanganate; magnesium sulfate 2: concentrated hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 2: alkali 3: concentrated hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: alkali 2: concentrated hydrochloric acid View Scheme |
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon In ethanol at 20℃; under 759.826 Torr; for 8h; |
acetic anhydride
2-Amino-5-methoxybenzoic acid
2-methyl-6-(methoxy)-3,1-benzoxazin-4-one
Conditions | Yield |
---|---|
In neat (no solvent) at 130℃; for 6h; Sealed tube; Inert atmosphere; | 100% |
for 5h; Reflux; | 100% |
for 4h; Reflux; | 99% |
2-Amino-5-methoxybenzoic acid
(2-amino-5-methoxyphenyl)methanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 100% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h; | 100% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; | 90% |
2-Amino-5-methoxybenzoic acid
6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione
Conditions | Yield |
---|---|
With bis(trichloromethyl) carbonate In tetrahydrofuran at 20℃; | 100% |
With bis(trichloromethyl) carbonate In tetrahydrofuran at 0 - 20℃; | 91% |
With hydrogenchloride; bis(trichloromethyl) carbonate In water at 20℃; for 4h; | 89% |
With bis(trichloromethyl) carbonate In tetrahydrofuran at 60℃; for 10h; |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 120℃; | 100% |
bis(trichloromethyl) carbonate
2-Amino-5-methoxybenzoic acid
6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; for 18h; | 98% |
In tetrahydrofuran at 20℃; for 18h; | 97% |
With triethylamine In tetrahydrofuran at 0 - 20℃; | 96% |
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Stage #1: 2-Amino-5-methoxybenzoic acid With hydrogenchloride In water at -5℃; Stage #2: With sodium nitrite In water at -5 - 0℃; for 0.583333h; Stage #3: With sodium azide In water at -5 - 20℃; | 95% |
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
In acetic acid for 8h; Niementowski Quinazolone Synthesis; Reflux; | 95% |
phosgene
2-Amino-5-methoxybenzoic acid
6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione
Conditions | Yield |
---|---|
With hydrogenchloride at 25℃; | 94% |
In 1,4-dioxane at 60℃; for 3h; | 89% |
In 1,4-dioxane; benzene Ambient temperature; | 88% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at -5 - 20℃; for 1.33333h; | 94% |
phenyl isothiocyanate
2-Amino-5-methoxybenzoic acid
6-methoxy-3-phenyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one
Conditions | Yield |
---|---|
With triethylamine In ethanol for 3h; Reflux; | 92% |
In ethanol for 5h; Reflux; |
potassium cyanate
2-Amino-5-methoxybenzoic acid
6-Methoxyquinazolin-2,4-dione
Conditions | Yield |
---|---|
With acetic acid In water at 35℃; for 1h; | 91% |
With acetic acid In water at 35℃; for 4h; | 65% |
With acetic acid In water at 35℃; for 4h; | 65% |
Stage #1: potassium cyanate; 2-Amino-5-methoxybenzoic acid With acetic acid In water at 35℃; Stage #2: With sodium hydroxide In water at 40℃; Heating; Stage #3: With hydrogenchloride In water pH=5; | 50% |
With acetic acid for 2h; |
ethanol
2-Amino-5-methoxybenzoic acid
2-amino-5-methoxybenzoic acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride for 24h; Heating; | 91% |
With thionyl chloride for 18h; Reflux; Inert atmosphere; Cooling with ice; | |
With sulfuric acid at 80℃; |
carbon monoxide
2-Amino-5-methoxybenzoic acid
6-methoxy-2H-3,1-benzoxazine-2,4(1H)-dione
Conditions | Yield |
---|---|
With oxygen; copper diacetate; palladium diacetate; potassium iodide In acetonitrile at 60℃; under 760.051 Torr; for 4h; | 91% |
formamide
2-Amino-5-methoxybenzoic acid
6-Methoxyquinazolin-4-one
Conditions | Yield |
---|---|
at 140 - 145℃; for 4h; | 90% |
at 145 - 165℃; | 75% |
2-[4-(4-chlorobenzoyl)-phenoxy]-2-methylpropionyl chloride
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
Stage #1: 2-Amino-5-methoxybenzoic acid With sodium hydroxide In 1,4-dioxane; water at 0℃; for 0.5h; Stage #2: 2-[4-(4-chlorobenzoyl)-phenoxy]-2-methylpropionyl chloride In 1,4-dioxane; water at 0℃; for 10h; | 89.7% |
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
In acetic acid Niementowski Quinazolone Synthesis; Reflux; | 89% |
Conditions | Yield |
---|---|
Reflux; | 89% |
With toluene-4-sulfonic acid for 4h; Reflux; |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; toluene at 0 - 30℃; for 8h; Concentration; Reagent/catalyst; Temperature; | 88.6% |
o-iodo-methyl-benzoic acid
2-Amino-5-methoxybenzoic acid
5-Methoxy-2-(2-methoxycarbonyl-phenylamino)-benzoic acid
Conditions | Yield |
---|---|
With N-ethylmorpholine;; copper In various solvent(s) at 120℃; for 2h; | 88% |
Conditions | Yield |
---|---|
at 200℃; for 1h; | 88% |
at 150℃; for 5h; | 70% |
In phenol at 150℃; for 10h; | 41% |
Conditions | Yield |
---|---|
With sodium carbonate In water at 20℃; for 24h; | 88% |
formamidine acetic acid
2-Amino-5-methoxybenzoic acid
6-Methoxyquinazolin-4-one
Conditions | Yield |
---|---|
In 2-methoxy-ethanol at 125℃; for 18h; | 87% |
In 2-methoxy-ethanol at 20 - 140℃; for 0.17h; |
2-(4-methylpent-3-en-1-yl)benzaldehyde
2-Amino-5-methoxybenzoic acid
Conditions | Yield |
---|---|
With bismuth(III) chloride In acetonitrile for 1h; Diels-Alder Cycloaddition; Inert atmosphere; diastereoselective reaction; | 87% |
Conditions | Yield |
---|---|
With triethylamine In ethanol for 1h; Reflux; | 86% |
IUPAC Name: 2-Amino-5-methoxybenzoic acid
Molecular Formula: C8H9NO3
Molecular Weight: 167.162g/mol
Density: 1.303 g/cm3
Melting Point: 150-152°C
Boiling Point: 349.9 °C at 760 mmHg
Flash Point: 165.4 °C
Freely Rotating Bonds: 3
Polar Surface Area: 38.77Å2
Index of Refraction: 1.603
Molar Refractivity: 44.09 cm3
Molar Volume: 128.2 cm3
Polarizability: 17.48 ×10-24 cm3
Surface Tension: 56.6 dyne/cm
Enthalpy of Vaporization: 62.73 kJ/mol
Vapour Pressure: 1.71E-05 mmHg at 25°C
2-Amino-5-methoxybenzoic acid ,its Cas Register Number is 6705-03-9.The chemical synonyms of 2-Amino-5-methoxybenzoic acid (CAS No.6705-03-9) are 2-Amino-5-methoxybenzoic acid ; 5-Methoxyanthranilic acid ; 5-Methoxyanththranillic acid ; 2-Amino-5-methoxylbenzoic acid ; 2-Amino-5-MethoxybenzoicAcid98% ; 2-Amino-5-Methoxybenzoic .Product categories of 2-Amino-5-methoxybenzoic acid (CAS No.6705-03-9) are Aromatic Carboxylic acids, amides, anilides,anhydrides & salts ; Carboxylic acids ; Phenyls & phenyl-het ; Organic acids ; Carboxylic acids ; Phenyls & phenyl-het ; Aromatic amino acids ; Peptide synthesis ; Unnatural amino acid derivatives .The molecular structure of 2-Amino-5-methoxybenzoic acid (CAS No.6705-03-9) is .
It is used in organic synthesis.
Hazard Codes: Xn,Xi
Xn: Harmful
Xi: Irritant
Risk Statements: 22-36/37/38-20/21/22
22: Harmful if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 26-36/37/39-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
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