p-N,N-dimethylaminobenzoic acid
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
Stage #1: p-N,N-dimethylaminobenzoic acid With 1,4-diaza-bicyclo[2.2.2]octane; rose bengal; acetic acid In acetonitrile at 20℃; for 2h; Flow reactor; Irradiation; Stage #2: With sulfuric acid In methanol; water at 20℃; for 12h; | 96% |
Conditions | Yield |
---|---|
With copper In water at 100℃; for 12h; Ullmann reaction; | 93.3% |
4-(benzotriazol-1-ylmethyl-amino)-benzoic acid
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran for 0.333333h; Heating; | 91% |
4-amino-benzoic acid
dimethyl sulfate
A
N-methyl-p-aminobenzoic acid
B
methyl 4-(N-methyl)aminobenzoate
C
4-methoxycarbonyl aniline
Conditions | Yield |
---|---|
With lithium hydroxide In tetrahydrofuran for 2h; Methylation; esterification; Heating; | A 10 % Spectr. B 5 % Spectr. C 76% |
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water Heating / reflux; | 74% |
With hydrogenchloride at 90 - 92℃; for 4.5h; | 64.2% |
4-amino-benzoic acid
carbonic acid dimethyl ester
A
N-methyl-p-aminobenzoic acid
B
p-N,N-dimethylaminobenzoic acid
Conditions | Yield |
---|---|
With sodium-exchanged Y-zeolite at 130℃; for 9h; | A 74% B n/a |
4-amino-benzoic acid
carbonic acid dimethyl ester
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
NaY-faujasite at 130℃; for 9h; | 74% |
Conditions | Yield |
---|---|
With copper In water at 100℃; for 48h; Ullmann reaction; | 56.4% |
4-bromo-N-methylaniline
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With n-butyllithium; diethyl ether anschliessend Behandeln mit Kohlendioxid; |
4-amino-benzoic acid
dimethyl sulfate
A
N-methyl-p-aminobenzoic acid
B
p-N,N-dimethylaminobenzoic acid
Conditions | Yield |
---|---|
With aqueous alkali |
Conditions | Yield |
---|---|
With methanol; potassium hydroxide | |
With potassium hydroxide | |
With methanol; potassium hydroxide |
4-amino-benzoic acid
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide; formaldehyd; zinc |
N-methylaniline
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With magnesium; methyl iodide at 190 - 200℃; im Kohlendioxydstrom und Zersetzung der Magnesiumverbindung mit Salmiak; |
Dimethyl-p-toluidine
A
N-methyl-p-aminobenzoic acid
B
p-N,N-dimethylaminobenzoic acid
Conditions | Yield |
---|---|
in der tierischen Organismus; |
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With water at 25℃; Rate constant; Mechanism; |
4-[N-methyl-N-(trifluoroacetyl)amino]benzoic acid
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With 1-benzyl-1-aza-18-crown-6; barium thiocyanate; tetramethyl-ammonium; ethylate In ethanol at 25℃; Rate constant; other aza<18>crown-6 compound; also without Ba(SCN)2; inhibition with 4-MeCON(Me)C6H4COOH or 4-MeNHC6H4COOH; |
methanol
4-amino-benzoic acid
methyl iodide
N-methyl-p-aminobenzoic acid
4-amino-benzoic acid
dimethyl sulfate
A
N-methyl-p-aminobenzoic acid
B
p-N,N-dimethylaminobenzoic acid
diethyl ether
carbon dioxide
N-methylaniline
methyl iodide
A
N-methyl-p-aminobenzoic acid
B
p-N,N-dimethylaminobenzoic acid
hydrogenchloride
methyl N-methyl-N-nitroso-4-aminobenzoate
N-methyl-p-aminobenzoic acid
hydrogenchloride
ethyl 4-N-methyl-N-nitrosoaminobenzoate
N-methyl-p-aminobenzoic acid
sulfuric acid
4-(acetyl-methyl-amino)-isophthalic acid
N-methyl-p-aminobenzoic acid
4-amino-benzoic acid
2-(2-Methoxyethoxy)ethyl methyl carbonate
A
N-methyl-p-aminobenzoic acid
B
p-N,N-dimethylaminobenzoic acid
Conditions | Yield |
---|---|
With NaY faujasite In diethylene glycol dimethyl ether at 135℃; for 10h; Kinetics; |
ethyl p-acetamidobenzoate
A
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / 60percent aq. NaOH, benzyltriethylammonium chloride / benzene / 5 h / 40 °C 2: 64.2 percent / aq. HCl / 4.5 h / 90 - 92 °C View Scheme |
O2-{2,4-dinitro-5-((4-N-methylamino)benzoyloxy-phenyl)}-1-(N,N-dimethylamino)-diazen-1-ium 1,2-diolate
A
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With water In aq. phosphate buffer; dimethyl sulfoxide at 25℃; pH=7.4; Kinetics; Temperature; |
GLUTATHIONE
O2-{2,4-dinitro-5-((4-N-methylamino)benzoyloxy-phenyl)}-1-(N,N-dimethylamino)-diazen-1-ium 1,2-diolate
A
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 0.5h; pH=7.4; Kinetics; |
GLUTATHIONE
O2-{2,4-dinitro-5-((4-N-methylamino)benzoyloxy-phenyl)}-1-(N,N-dimethylamino)-diazen-1-ium 1,2-diolate
A
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
With glutathione S-transferase P1 In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 0.0166667h; pH=7.4; Enzymatic reaction; |
methanol
N-methyl-p-aminobenzoic acid
methyl 4-(N-methyl)aminobenzoate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid for 72h; Heating; | 100% |
With toluene-4-sulfonic acid for 18h; Reflux; | 100% |
With toluene-4-sulfonic acid for 18h; Reflux; | 100% |
2-amino-4-(morpholin-4-yl)-6-(1-bromomethyl)-1,3,5-triazine
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 12h; | 99% |
2-amino-4-(4-phenylpiperazin-1-yl)-6-(1-bromomethyl)-1,3,5-triazine
N-methyl-p-aminobenzoic acid
4-({[2-amino-4-(4-phenylpiperazin-1-yl)-1,3,5-triazin-6-yl]methyl}methylamino)benzoic acid
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 12h; | 97% |
N-methyl-p-aminobenzoic acid
4-(formyl-methyl-amino)-benzoic acid
Conditions | Yield |
---|---|
In formic acid; water | 97% |
N-methyl-p-aminobenzoic acid
1,2-diamino-benzene
N-(4-(1H-benzoimidazol-2-yl)-phenyl)-N-methyl-amine
Conditions | Yield |
---|---|
With polyphosphoric acid at 210℃; for 4h; | 96% |
Stage #1: N-methyl-p-aminobenzoic acid; 1,2-diamino-benzene at 200 - 210℃; for 4h; Stage #2: With water at 20 - 80℃; |
N-methyl-p-aminobenzoic acid
Propargylamine
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; | 95.6% |
N-methyl-p-aminobenzoic acid
3-chloro-4-(methylamino)benzoic acid
Conditions | Yield |
---|---|
With tert-butylhypochlorite In acetic acid | 94.5% |
N-methyl-p-aminobenzoic acid
3-Bromo-4-ethylbenzoic acid
Conditions | Yield |
---|---|
Stage #1: N-methyl-p-aminobenzoic acid With pyridine In dichloromethane at 20℃; for 1h; Stage #2: With bromine In dichloromethane at -20℃; for 5h; Reagent/catalyst; Solvent; | 94% |
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 25℃; Inert atmosphere; | 93% |
N-methyl-p-aminobenzoic acid
2-((2,4-difluorobenzyl)(pyridin-2-yl)amino)ethanol
Conditions | Yield |
---|---|
Stage #1: N-methyl-p-aminobenzoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.05h; Stage #2: 2-((2,4-difluorobenzyl)(pyridin-2-yl)amino)ethanol In dichloromethane at 25℃; | 92% |
N-methyl-p-aminobenzoic acid
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1h; | 92% |
N-methyl-p-aminobenzoic acid
benzyl chloroformate
4-<<(benzyloxy)carbonyl>methylamino>benzoic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 25℃; for 18h; | 91.13% |
With sodium hydroxide In 1,4-dioxane; water at 0 - 5℃; for 0.5h; | 86% |
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 21℃; for 2h; | 78% |
N-methyl-p-aminobenzoic acid
4,5-dimethoxyanthranilamide
4,5-Dimethoxy-2-(4-methylamino-benzoylamino)-benzamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 50h; | 91% |
N-methyl-p-aminobenzoic acid
2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride
4-[(2,4-diaminopteridin-6-ylmethyl)methylamino]benzoic acid
Conditions | Yield |
---|---|
Stage #1: 2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride In water at 20 - 80℃; for 0.0833333h; Stage #2: With dibromotriphenylphosphorane In N,N-dimethyl acetamide at 20℃; for 20h; Stage #3: N-methyl-p-aminobenzoic acid With N-ethyl-N,N-diisopropylamine at 20℃; for 72h; | 90% |
Stage #1: 2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride With dibromotriphenylphosphorane In N,N-dimethyl acetamide at 20℃; for 24h; Inert atmosphere; Stage #2: N-methyl-p-aminobenzoic acid With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 20 - 60℃; for 72h; | 56% |
Stage #1: 2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride With bromine; triphenylphosphine In ISOPROPYLAMIDE at 0 - 20℃; for 20h; Stage #2: N-methyl-p-aminobenzoic acid With N-ethyl-N,N-diisopropylamine In ISOPROPYLAMIDE at 60 - 70℃; for 24h; Stage #3: With hydrogenchloride; sodium hydroxide more than 3 stages; |
N-methyl-p-aminobenzoic acid
N-methyl-1,2-phenylenediamine
N-(4-(1-methyl-1H-benzoimidazol-2-yl)-phenyl)-N-methyl-amine
Conditions | Yield |
---|---|
With polyphosphoric acid at 200℃; for 3h; | 90% |
Stage #1: N-methyl-p-aminobenzoic acid; N-methyl-1,2-phenylenediamine at 200 - 210℃; for 4h; Stage #2: With water at 20 - 80℃; |
N-methyl-p-aminobenzoic acid
3,4-dichlorophenylisocyanate
Conditions | Yield |
---|---|
With sodium hydroxide | 89% |
N-methyl-p-aminobenzoic acid
benzyl chloroformate
4-(((benzyloxy)carbonyl)amino)benzoic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 21℃; for 4h; | 89% |
propylamine
N-methyl-p-aminobenzoic acid
4-(N-methylamino)-N-propylbenzamide
Conditions | Yield |
---|---|
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 17h; | 87% |
di-tert-butyl dicarbonate
N-methyl-p-aminobenzoic acid
4-((tert-butoxycarbonyl)(methyl)amino)benzoic acid
Conditions | Yield |
---|---|
Stage #1: di-tert-butyl dicarbonate; N-methyl-p-aminobenzoic acid With sodium hydroxide In 1,4-dioxane; water at 20℃; for 48h; Stage #2: With hydrogenchloride In water Cooling with ice bath; | 87% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 48h; Reflux; | 69% |
With triethylamine In 1,4-dioxane; water | |
With triethylamine In tetrahydrofuran at 20℃; for 24h; | 0.54 g |
With triethylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | 0.54 g |
N-methyl-p-aminobenzoic acid
trifluoroacetic anhydride
A
4-[N-methyl-N-(trifluoroacetyl)amino]benzoic acid
B
p-benzoic anhydride
Conditions | Yield |
---|---|
In chloroform at 20℃; for 3h; | A 84% B 80 mg |
N-methyl-p-aminobenzoic acid
(4-(methylamino)phenyl)methanol
Conditions | Yield |
---|---|
With borane-THF In tetrahydrofuran at 0 - 25℃; for 6h; | 84% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 24h; | 65% |
Multi-step reaction with 2 steps 1: acetyl chloride / 20 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: acetyl chloride / 20 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 8 h / 0 °C View Scheme |
N-methyl-p-aminobenzoic acid
4-(N-acetyl-N-methylamino)benzoic acid
Conditions | Yield |
---|---|
With acetic anhydride In pyridine | 84% |
With acetic anhydride In pyridine | 84% |
With acetic anhydride In pyridine | 84% |
With acetic anhydride In pyridine | 84% |
N-methyl-p-aminobenzoic acid
benzotriazol-1-ol
4-(methylamino)benzoic acid benzotriazol-1-yl ester
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran; dichloromethane at 20℃; | 84% |
carbon dioxide
N-methyl-p-aminobenzoic acid
p-N,N-dimethylaminobenzoic acid
Conditions | Yield |
---|---|
With phenylsilane In N,N-dimethyl acetamide at 60℃; for 4h; Reagent/catalyst; Sealed tube; | 84% |
Conditions | Yield |
---|---|
With polyphosphoric acid at 205℃; for 4h; | 83% |
Stage #1: N-methyl-p-aminobenzoic acid; 2-amino-phenol at 205℃; for 4h; Stage #2: With water at 20 - 80℃; | 83% |
N-methyl-p-aminobenzoic acid
2,3-dichloro-5,6-dicyanopyrazine
4-[(3-chloro-5,6-dicyanopyrazin-2-yl)methylamino]benzoic acid
Conditions | Yield |
---|---|
In tetrahydrofuran for 12h; Reflux; | 83% |
The IUPAC name of Benzoic acid,4-(methylamino)- is 4-(methylamino)benzoic acid. With the CAS registry number 10541-83-0 and EINECS 234-121-7, it is also named as N-Methyl-4-aminobenzoic acid. The product's categories are Carboxylic Acid; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic Acid; Aromatic Amino Acids; Peptide Synthesis; Unnatural Amino Acid Derivatives. It is white to beige powder which should be sealed in the container and stored in the cool and dry place.
The other characteristics of this product can be summarized as: (1)XLogP3: 2.2; (2)H-Bond Donor: 2; (3)H-Bond Acceptor: 3; (4)Rotatable Bond Count: 2; (5)Tautomer Count: 3; (6)Exact Mass: 151.063329; (7)MonoIsotopic Mass: 151.063329; (8)Topological Polar Surface Area: 49.3; (9)Heavy Atom Count: 11; (10)Formal Charge: 0; (11)Complexity: 139; (12)Covalently-Bonded Unit Count: 1.
Preparation of Benzoic acid,4-(methylamino)-: It can be obtained by 4-(benzotriazol-1-ylmethyl-amino)-benzoic acid. This reaction needs reagent NaBH4 and solvent tetrahydrofuran by heating. The reaction time is 20 min. The yield is 90%.
Uses of Benzoic acid,4-(methylamino)-: It can react with methanol to get 4-methylamino-benzoic acid methyl ester. This reaction needs reagent p-toluenesulfonic acid monohydrate by heating. The reaction time is 72 hours. The yield is 100%.
When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. And it has limited evidence of a carcinogenic effect. What's more, this chemical is toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. Avoid release to the environment. Refer to special instructions / safety data sheets.
People can use the following data to convert to the molecule structure.
1.Smiles:CNc1ccc(cc1)C(O)=O
2. InChI:InChI=1/C8H9NO2/c1-9-7-4-2-6(3-5-7)8(10)11/h2-5,9H,1H3,(H,10,11)
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