Conditions | Yield |
---|---|
With cadmium sulphide; ammonium formate In water at 20℃; for 14h; Inert atmosphere; Irradiation; Sealed tube; chemoselective reaction; | 100% |
With water; oxalic acid; titanium(IV) oxide for 3h; Wavelength; Irradiation; Inert atmosphere; Sealed tube; Green chemistry; chemoselective reaction; | 100% |
With hydrogen In methanol at 70℃; under 3750.38 - 7500.75 Torr; for 4h; Temperature; Reagent/catalyst; Solvent; | 99% |
3-acetylenephenylamine
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With silver hexafluoroantimonate In methanol; water at 120℃; for 24h; Sealed tube; | 97% |
With C22H20AuN3O2P(1+)*CF3O3S(1-); water; silver trifluoromethanesulfonate; acetic acid at 100℃; for 10h; | 91% |
With water at 200℃; for 0.333333h; microwave irradiation; | 90% |
bis-(3-acetyl-phenyl)-diazene
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With zinc; hydrazinium monoformate In methanol for 0.1h; Heating; | 93% |
With ammonium formate; magnesium In methanol at 20℃; for 0.15h; | 91% |
With ammonium chloride; zinc In methanol at 20℃; for 0.2h; | 91% |
Conditions | Yield |
---|---|
With ethanol; titanium(IV) oxide for 0.25h; Irradiation; | A 92% B n/a C n/a |
tributylgermanium hydride
3-(azidophenyl) methyl ketone
C
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With thiophenol In toluene for 0.5h; Heating; | A 1% B 2% C 92% |
Conditions | Yield |
---|---|
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 80℃; for 15h; | 92% |
With copper(I) oxide; ammonium hydroxide; N1-(furan-2-ylmethyl)-N2-(2-methylnaphthalen-1-yl)oxalamide; potassium hydroxide In ethanol at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 64% |
Stage #1: 1-(3-Bromophenyl)ethanone With copper(l) iodide; D-glucosamine hydrochloride; potassium carbonate In water; acetone at 90℃; for 0.166667h; Stage #2: With ammonia In water; acetone at 90℃; for 30h; | 62% |
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With indium; ammonium chloride In ethanol for 2.5h; Heating; | 91% |
(E)-1,1'-(diazene-1,2-diyl)bis(1,3-phenylene)bis(ethan-1-one)
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With nickel; hydrazinium monoformate In methanol for 0.15h; Heating; | 90% |
3-(azidophenyl) methyl ketone
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With samarium diiodide In tetrahydrofuran for 1.25h; Ambient temperature; | 89% |
With tellurium; water at 275℃; for 4h; | 89% |
With ammonium formate; copper In water for 8h; Reflux; chemoselective reaction; | 84% |
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 1h; Reagent/catalyst; chemoselective reaction; | 87% |
With N-Bromosuccinimide; N-methoxylamine hydrochloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; | 78% |
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With indium; ammonium chloride In ethanol for 3h; Heating; | 84% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; Co(0.137)Fe3O4(0.863) In water at 80℃; for 5h; | 83% |
With tert.-butylhydroperoxide In water at 80℃; for 5h; | 83% |
With calcomenite; potassium hydroxide In toluene for 28h; Reflux; | 82% |
Conditions | Yield |
---|---|
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 110℃; for 20h; Microwave irradiation; | 82% |
3'-iodoacetophenone
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With acetamidine hydrochloride; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 20h; Inert atmosphere; Green chemistry; | 82% |
3-Nitroacetophenone
A
1-(3-aminophenyl)ethanone
(-)-1-(3-nitrophenyl)ethan-1-ol
Conditions | Yield |
---|---|
In water at 24℃; for 36h; reduction with baker's yeast (Saccharomyces cerevisiae); | A 2% B 63% |
In water at 33℃; for 93h; reduction with baker's yeast (Saccharomyces cerevisiae); | A 15% B 22% |
B
3-trifluoroacetamidoacetophenone
C
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether; water | A 25% B 51% C 24% |
2,2,2-trifluoro-N-(3-(4,4,4-trifluoro-3-oxobutanoyl)phenyl)acetamide
B
3-trifluoroacetamidoacetophenone
C
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether; water | A 25% B n/a C n/a |
3-Nitroacetophenone
A
1-(3-aminophenyl)ethanone
B
(S)-1-(3-nitrophenyl)ethan-1-ol
Conditions | Yield |
---|---|
With Vigna unguiculata powder In water; isopropyl alcohol at 30℃; for 72h; optical yield given as %ee; enantioselective reaction; | A 8% B 14% |
Conditions | Yield |
---|---|
With iron(III) oxide at 470 - 480℃; |
Conditions | Yield |
---|---|
With water In acetonitrile at 4℃; Quantum yield; Irradiation; pH = 8.0; |
ethanol
sulfuric acid
3-Nitroacetophenone
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
bei elektrolytischer Reduktion; |
Conditions | Yield |
---|---|
Hydrogenation; |
carbon monoxide
acetic anhydride
A
3-Acetamidoacetophenone
B
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
Yield given; Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Inert atmosphere; | 100% |
With pyridine at 20℃; for 1h; | 99% |
In toluene at 20 - 55℃; for 1h; | 96.8% |
Conditions | Yield |
---|---|
In ethanol for 5h; Heating; | 100% |
In ethanol Reflux; | 60% |
With N,N-diethylaniline Reflux; |
1-(3-aminophenyl)ethanone
trifluoroacetic anhydride
3-trifluoroacetamidoacetophenone
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0℃; for 0.5h; | 100% |
In N,N-dimethyl-formamide for 48h; Ambient temperature; | 80% |
With trifluoroacetic acid Heating; |
1-(3-aminophenyl)ethanone
3-tert-Butyl-1-methyl-1H-pyrazole-5-carbonyl chloride
Conditions | Yield |
---|---|
With pyridine In dichloromethane Ambient temperature; | 100% |
n-propanesulfonyl chloride
1-(3-aminophenyl)ethanone
N-(3-acetylphenyl)-1-propane-sulfonamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 20h; | 100% |
1-(3-aminophenyl)ethanone
3-(Trifluoromethyl)benzoyl chloride
N-(3-Acetyl-phenyl)-3-trifluoromethyl-benzamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 18h; | 100% |
With pyridine In dichloromethane at 0 - 25℃; for 2 - 19h; Product distribution / selectivity; | 96% |
With pyridine at 50℃; |
Conditions | Yield |
---|---|
In hexane for 10h; Reflux; | 100% |
Conditions | Yield |
---|---|
With triethylamine; p-toluenesulfonyl chloride In dichloromethane at 0 - 50℃; Inert atmosphere; | 100% |
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; Reflux; |
methanol
carbon monoxide
1-(3-aminophenyl)ethanone
methyl (3-acetylphenyl)carbamate
Conditions | Yield |
---|---|
With hydrogenchloride; oxygen; copper dichloride; palladium dichloride under 760 Torr; Ambient temperature; | 99% |
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
In acetic acid for 0.0333333h; Heating; | 99% |
4-chlorofuro[3,2-c]quinoline
1-(3-aminophenyl)ethanone
1-[3-(furo[3,2-c]quinolin-4-ylamino)phenyl]ethanone
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water for 0.666667h; pH=6; Heating; | 99% |
With hydrogenchloride for 0.666667h; pH=6; Heating / reflux; | 99% |
2-chloro-5-nitrobenzoylchloride
1-(3-aminophenyl)ethanone
N-(3-acetylphenyl)-(2-chloro-5-nitrophenyl)carboxamide
Conditions | Yield |
---|---|
With 2,4-dichlorophenoxyacetic acid dimethylamine | 99% |
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
With D-glucose at 30℃; for 72h; pH=6.5; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | 99% |
With RhCl[(R,R)-TsDPEN](C5Me5); sodium formate In water at 30℃; for 24h; Schlenk technique; enantioselective reaction; | 80% |
1-(3-aminophenyl)ethanone
(hex-1-en-3-yl)methyl carbonate
Conditions | Yield |
---|---|
With cobalt(II) tetrafluoroborate; C36H29N2O2P; zinc In acetonitrile at 20℃; for 16h; Inert atmosphere; Sealed tube; enantioselective reaction; | 99% |
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; bis[2-(4'-(R)-isopropyl-oxazolin-2'-yl)phenyl]phenylphosphine In acetonitrile at 60℃; for 12h; enantioselective reaction; | 90% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 120℃; Claisen-Schmidt Condensation; | 99% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 120℃; Claisen-Schmidt Condensation; | 99% |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water at 20℃; | 99% |
chloroformic acid ethyl ester
1-(3-aminophenyl)ethanone
(3-acetylphenyl)carbamic acid,ethyl ester
Conditions | Yield |
---|---|
With pyridine In acetone for 3h; Reflux; | 98% |
In diethyl ether Ambient temperature; | |
With N-ethyl-N,N-diisopropylamine In dichloromethane |
1-(3-aminophenyl)ethanone
methanesulfonyl chloride
1-[3-[N-(methylsulfonyl)amino]phenyl]ethanone
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 3h; | 98% |
With triethylamine In dichloromethane at 0℃; | 59% |
Stage #1: 1-(3-aminophenyl)ethanone With triethylamine In dichloromethane at 20℃; for 0.166667h; Stage #2: methanesulfonyl chloride In dichloromethane at 20℃; for 24h; | 47.5% |
piperidine
1-(3-aminophenyl)ethanone
(E)-1-(3-(piperidin-1-yldiazenyl)phenyl)ethanone
Conditions | Yield |
---|---|
Stage #1: 1-(3-aminophenyl)ethanone With hydrogenchloride In water; acetonitrile at -5 - 0℃; Inert atmosphere; Stage #2: With sodium nitrite In water; acetonitrile at -5 - 0℃; for 0.5h; Inert atmosphere; Stage #3: piperidine With potassium carbonate In water; acetonitrile at 0 - 20℃; for 1h; Inert atmosphere; | 98% |
4-methyl-2-oxo-3-phenyl-2H-chromen-7-yl dimethylsulfamate
1-(3-aminophenyl)ethanone
methyl 3-((3-acetylphenyl)amino)thiophene-2-carboxylate
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; cis-[1,1'-bis(diphenylphosphino)ferrocene](2-methylphenyl)nickel(II) chloride; acetonitrile at 110℃; for 16h; Inert atmosphere; Molecular sieve; | 98% |
di-tert-butyl dicarbonate
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
In tetrahydrofuran for 48h; | 98% |
In 1,4-dioxane for 5h; Reflux; | 93% |
In 1,4-dioxane at 150℃; for 4h; | 88.6% |
1-(3-aminophenyl)ethanone
N,N-Dimethylcarbamoyl chloride
N'-(3-acetylphenyl)-N,N-dimethyl-urea
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 20℃; Sealed tube; | 98% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Cooling; | 98% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; Inert atmosphere; | 98% |
4,7-dichloroquinoline
1-(3-aminophenyl)ethanone
3-[(7-chloroquinolin-4-yl)amino]acetophenone
Conditions | Yield |
---|---|
In ethanol at 80 - 85℃; for 9h; | 97.92% |
In ethanol for 6h; Heating; | 86% |
With hydrogenchloride | |
In ethanol for 8h; Reflux; |
4-(4',6'-dichloro-1',3',5'-triazin-2'-ylamino)-benzene-sulfonamide
1-(3-aminophenyl)ethanone
Conditions | Yield |
---|---|
Stage #1: 4-(4',6'-dichloro-1',3',5'-triazin-2'-ylamino)-benzene-sulfonamide With potassium carbonate In N,N-dimethyl-formamide for 0.166667h; Stage #2: 1-(3-aminophenyl)ethanone In N,N-dimethyl-formamide at 35℃; | 97.1% |
2-methyl-benzyl alcohol
1-(3-aminophenyl)ethanone
1-{3-[(2-hydroxy-3-methoxy-benzylidene)-amino]-phenyl}-ethanone
Conditions | Yield |
---|---|
at 20℃; for 0.0666667h; microwave irradiation; | 97% |
In ethanol for 1h; Heating; | 80% |
In ethanol Condensation; Heating; |
Toxicological Data on Ingredients: 3-Aminoacetophenone: ORAL (LD50): Acute: 1870 mg/kg [Rat.]. DERMAL (LD50):
Acute: 4340 mg/kg [Rabbit.].
Hazardous in case of eye contact (irritant), of inhalation. Slightly hazardous in case of skin contact (irritant,permeator), of ingestion.
Toxicity of 3-amino acetophenone of Biodegradation: 3-amino acetophenone of degradation are more toxic.
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