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99-03-6

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99-03-6 Usage

Chemical Properties

3-Aminoacetophenone is yellow to light brown crystalline powder

Uses

Different sources of media describe the Uses of 99-03-6 differently. You can refer to the following data:
1. 3'-Aminoacetophenone has potential anti-bacterial properties in addition to being used in the synthesis of selective antagonists at human A2B adenosine receptors. As well, it is used in the synthesis of HIV-1 Integrase Inhibitors.
2. 3′-Aminoacetophenone (3-Acetylaniline) was used as reagent during the asymmetric total synthesis of pactamycin. It was used as starting reagent during the synthesis of curcumin mimics with substituted sulfonyl group.

Synthesis Reference(s)

Synthetic Communications, 26, p. 973, 1996 DOI: 10.1080/00397919608003701

General Description

3′-Aminoacetophenone acts as bifunctional coupling reagent during the synthesis of pyrimidines.

Safety Profile

Moderately toxic by ingestion. Mddly toxic by skin contact. A skin and eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NO,. See also AROMATIC AMINES.

Purification Methods

Recrystallise it from EtOH or aqueous EtOH (m 99.5o). The thiosemicarbazone has m 202-204o (from EtOH). [Beilstein 14 H 45, 14 IV 96.]

Check Digit Verification of cas no

The CAS Registry Mumber 99-03-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 99-03:
(4*9)+(3*9)+(2*0)+(1*3)=66
66 % 10 = 6
So 99-03-6 is a valid CAS Registry Number.

99-03-6 Well-known Company Product Price

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  • Alfa Aesar

  • (A12503)  3'-Aminoacetophenone, 97%   

  • 99-03-6

  • 50g

  • 244.0CNY

  • Detail
  • Alfa Aesar

  • (A12503)  3'-Aminoacetophenone, 97%   

  • 99-03-6

  • 250g

  • 975.0CNY

  • Detail
  • Alfa Aesar

  • (A12503)  3'-Aminoacetophenone, 97%   

  • 99-03-6

  • 1000g

  • 2988.0CNY

  • Detail

99-03-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Aminoacetophenone

1.2 Other means of identification

Product number -
Other names Ethanone, 1-(3-aminophenyl)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:99-03-6 SDS

99-03-6Synthetic route

3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
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
54060-30-9

3-acetylenephenylamine

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
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
94066-64-5

bis-(3-acetyl-phenyl)-diazene

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
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%
3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

A

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

B

acetaldehyde
75-07-0

acetaldehyde

C

H2

H2

Conditions
ConditionsYield
With ethanol; titanium(IV) oxide for 0.25h; Irradiation;A 92%
B n/a
C n/a
tributylgermanium hydride
998-39-0

tributylgermanium hydride

3-(azidophenyl) methyl ketone
70334-60-0

3-(azidophenyl) methyl ketone

A

1-(3-amino-2-tributylgermanyl-phenyl)-ethanone

1-(3-amino-2-tributylgermanyl-phenyl)-ethanone

B

1-(3-amino-4-tributylgermanyl-phenyl)-ethanone

1-(3-amino-4-tributylgermanyl-phenyl)-ethanone

C

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With thiophenol In toluene for 0.5h; Heating;A 1%
B 2%
C 92%
1-(3-Bromophenyl)ethanone
2142-63-4

1-(3-Bromophenyl)ethanone

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
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%
[3-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-carbamic acid 2,2,2-trichloro-ethyl ester

[3-(2-methyl-[1,3]dioxolan-2-yl)-phenyl]-carbamic acid 2,2,2-trichloro-ethyl ester

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
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)
151224-49-6

(E)-1,1'-(diazene-1,2-diyl)bis(1,3-phenylene)bis(ethan-1-one)

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With nickel; hydrazinium monoformate In methanol for 0.15h; Heating;90%
3-(azidophenyl) methyl ketone
70334-60-0

3-(azidophenyl) methyl ketone

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
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%
3-acetylphenylboronic acid

3-acetylphenylboronic acid

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
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%
(3-acetyl-phenyl)-carbamic acid 2,2,2-trichloro-ethyl ester

(3-acetyl-phenyl)-carbamic acid 2,2,2-trichloro-ethyl ester

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 3h; Heating;84%
3-(1-hydroxyethyl)aniline
2454-37-7

3-(1-hydroxyethyl)aniline

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
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%
3'-Chloroacetophenone
99-02-5

3'-Chloroacetophenone

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 110℃; for 20h; Microwave irradiation;82%
3'-iodoacetophenone
14452-30-3

3'-iodoacetophenone

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With acetamidine hydrochloride; caesium carbonate In N,N-dimethyl-formamide at 130℃; for 20h; Inert atmosphere; Green chemistry;82%
3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

A

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

(-)-1-(3-nitrophenyl)ethan-1-ol
5400-78-2, 76116-24-0, 103966-65-0, 125280-32-2

(-)-1-(3-nitrophenyl)ethan-1-ol

Conditions
ConditionsYield
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%
3-trifluoroacetamidobenzoyltrifluoroacetonate

3-trifluoroacetamidobenzoyltrifluoroacetonate

A

C10H8F3NO2

C10H8F3NO2

B

3-trifluoroacetamidoacetophenone
56915-87-8

3-trifluoroacetamidoacetophenone

C

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether; waterA 25%
B 51%
C 24%
2,2,2-trifluoro-N-(3-(4,4,4-trifluoro-3-oxobutanoyl)phenyl)acetamide
137550-67-5

2,2,2-trifluoro-N-(3-(4,4,4-trifluoro-3-oxobutanoyl)phenyl)acetamide

A

C10H8F3NO2

C10H8F3NO2

B

3-trifluoroacetamidoacetophenone
56915-87-8

3-trifluoroacetamidoacetophenone

C

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With sodium hydroxide In diethyl ether; waterA 25%
B n/a
C n/a
3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

A

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

B

(S)-1-(3-nitrophenyl)ethan-1-ol
103966-65-0

(S)-1-(3-nitrophenyl)ethan-1-ol

Conditions
ConditionsYield
With Vigna unguiculata powder In water; isopropyl alcohol at 30℃; for 72h; optical yield given as %ee; enantioselective reaction;A 8%
B 14%
methyl magnesium iodide
917-64-6

methyl magnesium iodide

3-Aminobenzamide
3544-24-9

3-Aminobenzamide

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

meta-aminobenzoic acid
99-05-8

meta-aminobenzoic acid

acetic acid
64-19-7

acetic acid

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With iron(III) oxide at 470 - 480℃;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

m-cyanoaniline
2237-30-1

m-cyanoaniline

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

1-(3-aminophenyl)ethanone oxime
6011-18-3

1-(3-aminophenyl)ethanone oxime

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
With water In acetonitrile at 4℃; Quantum yield; Irradiation; pH = 8.0;
ethanol
64-17-5

ethanol

sulfuric acid
7664-93-9

sulfuric acid

3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
bei elektrolytischer Reduktion;
3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

alcoholic ammonium sulfide

alcoholic ammonium sulfide

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

acetic acid
64-19-7

acetic acid

3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

iron

iron

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

ethanol
64-17-5

ethanol

3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

platinum

platinum

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
Hydrogenation;
hydrogenchloride
7647-01-0

hydrogenchloride

3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

tin

tin

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

hydrogenchloride
7647-01-0

hydrogenchloride

3-Nitroacetophenone
121-89-1

3-Nitroacetophenone

zinc

zinc

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

carbon monoxide
201230-82-2

carbon monoxide

acetic anhydride
108-24-7

acetic anhydride

tricarbonyl<(2,3,4,5-η)-2,4-cyclohexadien-1-one>iron, s-Me5Cu3Li2

tricarbonyl<(2,3,4,5-η)-2,4-cyclohexadien-1-one>iron, s-Me5Cu3Li2

A

3-Acetamidoacetophenone
7463-31-2

3-Acetamidoacetophenone

B

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Conditions
ConditionsYield
Yield given; Multistep reaction. Yields of byproduct given;
acetic anhydride
108-24-7

acetic anhydride

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

3-Acetamidoacetophenone
7463-31-2

3-Acetamidoacetophenone

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;100%
With pyridine at 20℃; for 1h;99%
In toluene at 20 - 55℃; for 1h;96.8%
2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

2-<(3'-acetylphenyl)amino>-3-chloro-1,4-naphthoquinone

2-<(3'-acetylphenyl)amino>-3-chloro-1,4-naphthoquinone

Conditions
ConditionsYield
In ethanol for 5h; Heating;100%
In ethanol Reflux;60%
With N,N-diethylaniline Reflux;
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

3-trifluoroacetamidoacetophenone
56915-87-8

3-trifluoroacetamidoacetophenone

Conditions
ConditionsYield
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
99-03-6

1-(3-aminophenyl)ethanone

3-tert-Butyl-1-methyl-1H-pyrazole-5-carbonyl chloride
160842-62-6

3-tert-Butyl-1-methyl-1H-pyrazole-5-carbonyl chloride

5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid (3-acetyl-phenyl)-amide

5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid (3-acetyl-phenyl)-amide

Conditions
ConditionsYield
With pyridine In dichloromethane Ambient temperature;100%
n-propanesulfonyl chloride
10147-36-1

n-propanesulfonyl chloride

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

N-(3-acetylphenyl)-1-propane-sulfonamide
844679-65-8

N-(3-acetylphenyl)-1-propane-sulfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 20h;100%
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-(3-Acetyl-phenyl)-3-trifluoromethyl-benzamide
440348-37-8

N-(3-Acetyl-phenyl)-3-trifluoromethyl-benzamide

Conditions
ConditionsYield
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℃;
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

Benzyl isothiocyanate
622-78-6

Benzyl isothiocyanate

C16H16N2OS
332869-56-4

C16H16N2OS

Conditions
ConditionsYield
In hexane for 10h; Reflux;100%
quinoline-2-carboxylic acid
93-10-7

quinoline-2-carboxylic acid

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

N-(3-acetylphenyl)quinoline-2-carboxamide

N-(3-acetylphenyl)quinoline-2-carboxamide

Conditions
ConditionsYield
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
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

methyl (3-acetylphenyl)carbamate
87743-55-3

methyl (3-acetylphenyl)carbamate

Conditions
ConditionsYield
With hydrogenchloride; oxygen; copper dichloride; palladium dichloride under 760 Torr; Ambient temperature;99%
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

4,5-diethoxymethylene-1,2,3,4,5,6,7,8-octahydroxanthylium perchlorate

4,5-diethoxymethylene-1,2,3,4,5,6,7,8-octahydroxanthylium perchlorate

4,5-Bis-[1-(3-acetyl-phenylamino)-meth-(E)-ylidene]-1,2,3,4,5,6,7,8-octahydro-xanthenylium; perchlorate

4,5-Bis-[1-(3-acetyl-phenylamino)-meth-(E)-ylidene]-1,2,3,4,5,6,7,8-octahydro-xanthenylium; perchlorate

Conditions
ConditionsYield
In acetic acid for 0.0333333h; Heating;99%
4-chlorofuro[3,2-c]quinoline
627086-17-3

4-chlorofuro[3,2-c]quinoline

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

1-[3-(furo[3,2-c]quinolin-4-ylamino)phenyl]ethanone
787546-92-3

1-[3-(furo[3,2-c]quinolin-4-ylamino)phenyl]ethanone

Conditions
ConditionsYield
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
25784-91-2

2-chloro-5-nitrobenzoylchloride

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

N-(3-acetylphenyl)-(2-chloro-5-nitrophenyl)carboxamide
372095-25-5

N-(3-acetylphenyl)-(2-chloro-5-nitrophenyl)carboxamide

Conditions
ConditionsYield
With 2,4-dichlorophenoxyacetic acid dimethylamine99%
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

(R)-1-(3-aminophenyl)ethan-1-ol

(R)-1-(3-aminophenyl)ethan-1-ol

Conditions
ConditionsYield
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
99-03-6

1-(3-aminophenyl)ethanone

(hex-1-en-3-yl)methyl carbonate
83135-00-6

(hex-1-en-3-yl)methyl carbonate

(R)-1-(3-(hex-1-en-3-ylamino)phenyl)ethanone

(R)-1-(3-(hex-1-en-3-ylamino)phenyl)ethanone

Conditions
ConditionsYield
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%
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

(2E)‑1‑(3-aminophenyl)‑3‑(2‑bromophenyl)prop‑2‑en‑1‑one

(2E)‑1‑(3-aminophenyl)‑3‑(2‑bromophenyl)prop‑2‑en‑1‑one

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 120℃; Claisen-Schmidt Condensation;99%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

(2E)‑1‑(3-aminophenyl)‑3‑(2‑chlorophenyl)prop‑2‑en‑1‑one

(2E)‑1‑(3-aminophenyl)‑3‑(2‑chlorophenyl)prop‑2‑en‑1‑one

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 120℃; Claisen-Schmidt Condensation;99%
piperonal
120-57-0

piperonal

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

1‑(3‑{(E)‑[(2H‑1,3‑benzodioxol‑5‑yl)methylidene]amino}phenyl)ethan‑1‑one

1‑(3‑{(E)‑[(2H‑1,3‑benzodioxol‑5‑yl)methylidene]amino}phenyl)ethan‑1‑one

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 20℃;99%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

(3-acetylphenyl)carbamic acid,ethyl ester
39569-24-9

(3-acetylphenyl)carbamic acid,ethyl ester

Conditions
ConditionsYield
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
99-03-6

1-(3-aminophenyl)ethanone

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

1-[3-[N-(methylsulfonyl)amino]phenyl]ethanone
2417-42-7

1-[3-[N-(methylsulfonyl)amino]phenyl]ethanone

Conditions
ConditionsYield
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
110-89-4

piperidine

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

(E)-1-(3-(piperidin-1-yldiazenyl)phenyl)ethanone
1399175-07-5

(E)-1-(3-(piperidin-1-yldiazenyl)phenyl)ethanone

Conditions
ConditionsYield
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
1501945-40-9

4-methyl-2-oxo-3-phenyl-2H-chromen-7-yl dimethylsulfamate

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

methyl 3-((3-acetylphenyl)amino)thiophene-2-carboxylate
1501945-38-5

methyl 3-((3-acetylphenyl)amino)thiophene-2-carboxylate

Conditions
ConditionsYield
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
24424-99-5

di-tert-butyl dicarbonate

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

3-tert-butoxycarbonylaminoacetophenone

3-tert-butoxycarbonylaminoacetophenone

Conditions
ConditionsYield
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
99-03-6

1-(3-aminophenyl)ethanone

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

N'-(3-acetylphenyl)-N,N-dimethyl-urea
42865-65-6

N'-(3-acetylphenyl)-N,N-dimethyl-urea

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 20℃; Sealed tube;98%
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

m-Toluic acid
99-04-7

m-Toluic acid

C16H15NO2
315669-99-9

C16H15NO2

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Cooling;98%
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

N-(3-acetylphenyl)-4-nitrobenzenesolfonamide

N-(3-acetylphenyl)-4-nitrobenzenesolfonamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; Inert atmosphere;98%
4,7-dichloroquinoline
86-98-6

4,7-dichloroquinoline

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

3-[(7-chloroquinolin-4-yl)amino]acetophenone
105492-77-1

3-[(7-chloroquinolin-4-yl)amino]acetophenone

Conditions
ConditionsYield
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
51757-37-0

4-(4',6'-dichloro-1',3',5'-triazin-2'-ylamino)-benzene-sulfonamide

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

4-({4-[(3-acetylphenyl)amino]-6-chloro-1,3,5-triazin-2-yl} amino)benzenesulfonamide

4-({4-[(3-acetylphenyl)amino]-6-chloro-1,3,5-triazin-2-yl} amino)benzenesulfonamide

Conditions
ConditionsYield
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
89-95-2

2-methyl-benzyl alcohol

1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

1-{3-[(2-hydroxy-3-methoxy-benzylidene)-amino]-phenyl}-ethanone
788-18-1

1-{3-[(2-hydroxy-3-methoxy-benzylidene)-amino]-phenyl}-ethanone

Conditions
ConditionsYield
at 20℃; for 0.0666667h; microwave irradiation;97%
In ethanol for 1h; Heating;80%
In ethanol Condensation; Heating;

99-03-6Relevant articles and documents

Low-cost CuNi@MIL-101 as an excellent catalyst toward cascade reaction: Integration of ammonia borane dehydrogenation with nitroarene hydrogenation

Zhou, Ying-Hua,Yang, Qihao,Chen, Yu-Zhen,Jiang, Hai-Long

, p. 12361 - 12364 (2017)

Bimetallic CuNi nanoparticles (NPs) with low cost were rationally confined inside MIL-101 to give CuNi@MIL-101, which exhibits high efficiency and excellent recyclability toward the hydrogenation of nitroarenes under mild conditions on coupling with ammon

NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes

Qu, Zhonghua,Chen, Xing,Zhong, Shuai,Deng, Guo-Jun,Huang, Huawen

supporting information, p. 5349 - 5353 (2021/07/21)

A mild transition-metal- and photosensitizer-free photoredox system based on the combination of NaI and PPh3 was found to enable highly selective reduction of nitroarenes. This protocol tolerates a broad range of reducible functional groups such as halogen (Cl, Br, and even I), aldehyde, ketone, carboxyl, and cyano. Moreover, the photoredox catalysis with NaI and stoichiometric PPh3 provides also an alternative entry to Cadogan-type reductive amination when o-nitrobiarenes were used.

Mixed-metal MOFs as efficient catalysts for transfer hydrogenation of furfural, levulinic acid and other carbonyl compounds

Karvembu, Ramasamy,Raja, Duraisamy Senthil,Sindhuja, Dharmalingam,Swaminathan, Srividya,Vasanthakumar, Punitharaj

, (2021/11/22)

Crystalline, porous Fe-Ni mixed-metal metal-organic frameworks (MOFs), namely MIL-88B(Fe2Ni) and NH2-MIL-88B(Fe2Ni), were synthesized and characterized by powder X-ray diffraction (PXRD), scanning electron microscopy (SEM), Fourier transform infrared (FT-IR) spectroscopy, atomic absorption spectrophotometry (AAS) and nitrogen physisorption measurements. The MOFs were then employed as catalysts for transfer hydrogenation (TH) of biomass derivatives such as furfural and levulinic acid, and various other carbonyl compounds using 2-propanol as a sacrificial hydrogen donor. These heterogeneous catalysts are deemed to be environmentally benign, efficient and recyclable. NH2-MIL-88B(Fe2Ni) showcased good catalytic activity with low catalyst loading in short reaction time. The catalysts were recovered and reused several times without significant degradation in catalytic activity. A mechanism for the TH reaction was also proposed. As far as we are aware, this is the first report on the synthesis of furfuryl alcohol and γ-valerolactone (GVL) via TH reaction in just 60 min using a MOF catalyst.

Rapid, chemoselective and mild oxidation protocol for alcohols and ethers with recyclable N-chloro-N-(phenylsulfonyl)benzenesulfonamide

Badani, Purav,Chaturbhuj, Ganesh,Ganwir, Prerna,Misal, Balu,Palav, Amey

supporting information, (2021/06/03)

Chlorine is the 20th most abundant element on the earth compared to bromine, iodine, and fluorine, a sulfonimide reagent, N-chloro-N-(phenylsulfonyl)benzenesulfonamide (NCBSI) was identified as a mild and selective oxidant. Without activation, the reagent was proved to oxidize primary and secondary alcohols as well as their symmetrical and mixed ethers to corresponding aldehydes and ketones. With recoverable PS-TEMPO catalyst, selective oxidation over chlorination of primary and secondary alcohols and their ethers with electron-donating substituents was achieved. The reagent precursor of NCBSI was recovered quantitatively and can be reused for synthesizing NCBSI.

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