Conditions | Yield |
---|---|
With hydrogenchloride; sulfuric acid In water; acetonitrile at 40℃; for 4h; Solvent; Reagent/catalyst; Temperature; Electrolysis; | 99% |
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 1875.19 Torr; for 2h; | 98% |
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 24h; | 96% |
4-(4,6-dimethyl-benzothiazol-2-yl)-2-methyl-aniline
A
4-amino 3-methylbenzoic acid
B
3,5-dimethyl-2-aminobenzenethiol
Conditions | Yield |
---|---|
bei der Alkalischmelze; |
hydrogenchloride
3-methyl-4-nitrobenzoic acid
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: concentrated nitric acid 2: iron sulfate(II) hydrate; ammonia View Scheme | |
Multi-step reaction with 2 steps 1: fuming nitric acid 2: iron sulfate(II) hydrate; ammonia View Scheme | |
Multi-step reaction with 2 steps 1: fuming nitric acid 2: iron sulfate(II) hydrate; ammonia View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol / 1 h / 36 °C / Inert atmosphere 2: triethylamine / methanol; isopropyl alcohol / 22.67 h / 116 - 140 °C / 5168.35 - 8360.56 Torr View Scheme |
N-(tert-butoxycarbonyl)-o-toluidine
methyl chloroformate
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
With triethylamine In methanol; isopropyl alcohol at 116 - 140℃; under 5168.35 - 8360.56 Torr; for 22.67h; Pressure; Temperature; |
chloroformic acid ethyl ester
N-(tert-butoxycarbonyl)-o-toluidine
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
With ethylenediamine In propan-1-ol; ethanol at 110 - 130℃; under 4560.31 - 6080.41 Torr; for 11.5h; |
Conditions | Yield |
---|---|
In acetone at 60℃; for 0.666667h; | 100% |
ethanol
4-amino 3-methylbenzoic acid
1-amino-2-methylbenzene-4-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With sulfuric acid for 3h; Reflux; | 99% |
diazomethane
4-amino 3-methylbenzoic acid
methyl 4-amino-3-methylbenzoate
Conditions | Yield |
---|---|
In diethyl ether | 96% |
4-amino 3-methylbenzoic acid
1-tert-butoxycarbonyl-4,4'-bipiperidine
Conditions | Yield |
---|---|
With (diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one In dichloromethane at 20℃; for 20h; | 96% |
(fluorenylmethoxy)carbonyl chloride
4-amino 3-methylbenzoic acid
4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-methylbenzoic acid
Conditions | Yield |
---|---|
In tetrahydrofuran Inert atmosphere; Reflux; | 96% |
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
With tartaric acid; sodium nitrite In ethanol; water at 35℃; for 2h; Solvent; Reagent/catalyst; | 95.7% |
Conditions | Yield |
---|---|
With sulfuric acid Reflux; Inert atmosphere; | 95% |
With thionyl chloride In dichloromethane at 80℃; for 3h; | 95% |
With thionyl chloride at 20℃; for 12h; | 95% |
4-amino 3-methylbenzoic acid
butyryl chloride
N-butyryl-4-amino-3-methylbenzoic acid
Conditions | Yield |
---|---|
Stage #1: 4-amino 3-methylbenzoic acid; butyryl chloride With pyridine In chloroform for 12h; Reflux; Stage #2: With hydrogenchloride In water at 20℃; | 94% |
With sodium carbonate In dichloromethane at 40℃; for 4h; Temperature; Solvent; Reagent/catalyst; | 84.9% |
4-amino 3-methylbenzoic acid
acetic anhydride
4-acetamido-3-methylbenzoic acid
Conditions | Yield |
---|---|
Stage #1: 4-amino 3-methylbenzoic acid With triethylamine In dichloromethane for 0.5h; Stage #2: acetic anhydride In dichloromethane at 20℃; for 72h; | 93% |
With triethylamine In dichloromethane Inert atmosphere; | 10 g |
With triethylamine In dichloromethane at 0 - 20℃; | 10 g |
4-amino 3-methylbenzoic acid
N,N-dimethylammonium chloride
4-amino-N,N,3-trimethylbenzamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; | 92% |
Conditions | Yield |
---|---|
With sodium carbonate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; water at 0℃; for 16h; | 91% |
Conditions | Yield |
---|---|
Stage #1: 4-amino 3-methylbenzoic acid With hydrogen bromide In water at 25℃; for 1h; Stage #2: With sodium nitrate In water at -2 - -1℃; for 1.75h; Stage #3: With hydrogen bromide; copper(I) bromide In water at -2 - 70℃; for 2h; | 90% |
Diazotization.Kochen der Diazoverbindung mit Bromwasserstoffsaeure; | |
With hydrogen bromide; sodium nitrite; copper(I) chloride In water |
Conditions | Yield |
---|---|
With acetic acid In ethanol at 50℃; for 1h; | 88% |
4-amino 3-methylbenzoic acid
2-amino-5-methoxy-thiophenol
4-(6-methoxybenzothiazol-2-yl)-2-methylphenylamine
Conditions | Yield |
---|---|
With melamine formaldehyde resin supported sulfuric acid Microwave irradiation; | 87% |
2-ethoxy-1-ethanamine
4-amino 3-methylbenzoic acid
4-amino-N-[2-(ethyloxy)ethyl]-3-methylbenzamide
Conditions | Yield |
---|---|
With triethylamine; HATU at 20℃; for 4h; | 86% |
4-amino 3-methylbenzoic acid
2-amino-benzenethiol
2-(4'-amino-3'-methylphenyl)-benzothiazole
Conditions | Yield |
---|---|
With melamine formaldehyde resin supported sulfuric acid Microwave irradiation; | 85% |
With PPA at 220℃; for 4h; | 58% |
With PPA at 220℃; |
4-amino 3-methylbenzoic acid
1,1′-bis(2,4-dinitrophenyl)-[4,4′-bipyridine]-1,1′-diium chloride
Conditions | Yield |
---|---|
In ethanol Reflux; | 82% |
4-amino 3-methylbenzoic acid
2-amino-5-ethylbenzothiazole
4-(6-ethylbenzothiazol-2-yl)-2-methylphenylamine
Conditions | Yield |
---|---|
With melamine formaldehyde resin supported sulfuric acid Microwave irradiation; | 81% |
ethyl 2-phenyldiazoacetate
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
With C43H37Br2CuN3P2(1+)*ClO4(1-) In methanol at 0 - 20℃; for 6h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 81% |
Conditions | Yield |
---|---|
With pyridine In N,N-dimethyl-formamide at 0 - 20℃; for 4h; Temperature; | 81% |
With pyridine In N,N-dimethyl-formamide at 20℃; for 3h; Temperature; | 6% |
Conditions | Yield |
---|---|
In acetic acid at 120℃; for 24h; | 79% |
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
With N-Bromosuccinimide In N,N-dimethyl-formamide at 100℃; for 1h; | 78.3% |
With bromine In methanol at 0 - 10℃; | 117 g |
Conditions | Yield |
---|---|
Stage #1: biotin With tributyl-amine; isobutyl chloroformate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 4-amino 3-methylbenzoic acid In N,N-dimethyl-formamide at 0℃; for 2h; | 77.6% |
di-tert-butyl dicarbonate
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
Stage #1: di-tert-butyl dicarbonate; 4-amino 3-methylbenzoic acid With sodium hydroxide In 1,4-dioxane; water at 20℃; for 90h; Stage #2: With hydrogenchloride In 1,4-dioxane; water | 77% |
4-amino 3-methylbenzoic acid
1H-benzo[d][1,2,3]triazol-1-yl ethyl carbonate
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 0 - 10℃; for 2h; | 74% |
4-amino 3-methylbenzoic acid
triethylamine
mono-4-methoxytrityl chloride
C6H15N*C28H25NO3
Conditions | Yield |
---|---|
Stage #1: 4-amino 3-methylbenzoic acid; triethylamine With chloro-trimethyl-silane In dichloromethane at 70℃; for 2h; Stage #2: mono-4-methoxytrityl chloride In dichloromethane for 16h; Reflux; | 73% |
Conditions | Yield |
---|---|
With polyphosphoric acid at 220℃; for 4h; | 72% |
With polyphosphoric acid at 160℃; for 5h; |
bis(trichloromethyl) carbonate
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
With boric acid; sodium hydroxide In tetrahydrofuran; water for 0.666667h; pH=Ca. 9; | 70% |
4-amino 3-methylbenzoic acid
Conditions | Yield |
---|---|
With N-chloro-succinimide In N,N-dimethyl-formamide at 100℃; for 1h; | 69.6% |
IUPAC Name: 4-Amino-3-methylbenzoic acid
Synonyms of 4-Amino-3-methylbenzoic acid (CAS NO.2486-70-6): 3-Methyl-4-aminobenzoic acid ; 4-Amino-m-toluic acid
CAS NO: 2486-70-6
Molecular Formula: C8H9NO2
Molecular Weight: 151.16
Molecular Structure:
EINECS: 219-629-9
H bond acceptors: 3
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.618
Molar Refractivity: 42.24 cm3
Molar Volume: 120.5 cm3
Surface Tension: 58.2 dyne/cm
Density: 1.254 g/cm3
Flash Point: 159.1 °C
Enthalpy of Vaporization: 61.53 kJ/mol
Boiling Point: 339.5 °C at 760 mmHg
Vapour Pressure: 3.55E-05 mmHg at 25°C
Melting Point: 169-171 °C(lit.)
Appearance:beige or light buff to orange
Product Categories of 4-Amino-3-methylbenzoic acid (CAS NO.2486-70-6): CARBOXYLICACID;FINE Chemical & INTERMEDIATES;Amines;blocks;Carboxes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;pharmacetical;Organic acids;Acids & Esters;Anilines, Amides & Amines;Aromatic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives
Safety Information about 4-Amino-3-methylbenzoic acid (CAS NO.2486-70-6):
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S24/25: Avoid contact with skin and eyes.
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Keep container closed when not in use.
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