25384-14-9

Basic information

• Product Name: 2'-AMINOACETOPHENONE HYDROCHLORIDE
• Synonyms: 2-AMINOACETOPHENONE HCL;1-(2-aminophenyl)-ethanonhydrochloride;1-(2-aminophenyl)ethan-1-one hydrochloride;1-(2-AMINOPHENYL)ETHANONE HYDROCHLORIDE
• CAS NO: 25384-14-9
• Molecular Formula: C₈H₉NO*ClH
• Molecular Weight: 171.62
• EINECS: 246-930-2
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);C7 to C8;Carbonyl Compounds;Ketones
• Mol File: 25384-14-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 285-289 °C(lit.)
• Boiling Point: 251.8 °C at 760 mmHg
• Flash Point: 106.1 °C
• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2'-AMINOACETOPHENONE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-AMINOACETOPHENONE HYDROCHLORIDE(25384-14-9)
• EPA Substance Registry System: 2'-AMINOACETOPHENONE HYDROCHLORIDE(25384-14-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 25384-14-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 25384-14-9 differently. You can refer to the following data:
1. 2'-AMINOACETOPHENONE HYDROCHLORIDE is Usually used in the synthesis of α-benzamidoacetophenone and indazoles.
2. 2′-Aminoacetophenone hydrochloride was used in the synthesis of α-benzamidoacetophenone and indazoles.

Synthetic route

2-acetylnitrobenzene (577-59-3) → 2-aminoacetophenone hydrochloride (25384-14-9)

Conditions	Yield
With hydrogenchloride; tin(ll) chloride In ethanol; water at 30℃; Rate constant; Mechanism;

2-aminoacetophenone (551-93-9) → 2-aminoacetophenone hydrochloride (25384-14-9)

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; diethyl ether

2-aminoacetophenone hydrochloride (25384-14-9) → 1-(2-aminophenyl)ethanone oxime (4964-49-2)

Conditions	Yield
With hydroxylamine hydrochloride In ethanol for 264h; Ambient temperature;	94%

ethyl isocaproate (25415-67-2) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester (342642-32-4)

Conditions	Yield
With sodium acetate In water at 100℃; for 18h;	93%

2-aminoacetophenone hydrochloride (25384-14-9) + 6-methoxy-3,4-dihydro-1(2H)-naphthalenone (1078-19-9) → 3-methoxy-7-methyl-5,6-dihydrobenzacridine (83876-53-3)

Conditions	Yield
at 140℃; for 0.166667h;	91%

cyclohexanone (108-94-1) + 2-aminoacetophenone hydrochloride (25384-14-9) → 9-methyl-1,2,3,4-tetrahydroacridine (6829-08-9)

Conditions	Yield
at 110℃; Friedlaender condensation;	89%
Stage #1: cyclohexanone; 2-aminoacetophenone hydrochloride at 90 - 110℃; Stage #2: With hydrogenchloride In ethanol; water Stage #3: With sodium hydroxide In ethanol; water pH=7;	89%
at 90 - 110℃;	89%
at 90 - 110℃;	89%

7-Methoxy-1-tetralone (6836-19-7) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2-methoxy-7-methyl-5,6-dihydrobenzacridine (83876-52-2)

Conditions	Yield
at 140℃; for 0.166667h;	87%

5-Methoxy-1-tetralone (33892-75-0) + 2-aminoacetophenone hydrochloride (25384-14-9) → 4-methoxy-7-methyl-5,6-dihydrobenzacridine (83876-54-4)

Conditions	Yield
at 140℃; for 0.166667h;	84%

2-aminoacetophenone hydrochloride (25384-14-9) + cyclohexane-1,2-dione (765-87-7) → 6,7-dihydro-5,8-dimethyldibenzo<1,10>phenanthroline (5298-71-5)

Conditions	Yield
In various solvent(s) for 48h; Heating;	79%

8-bromo-7-methoxy-1,2,3,4-tetrahydronaphthalen-1-one (61362-78-5) + 2-aminoacetophenone hydrochloride (25384-14-9) → 1-bromo-2-methoxy-7-methyl-5,6-dihydrobenzo[c]acridine (1352285-82-5)

Conditions	Yield
at 140℃; for 7h; Friedlaender synthesis; Neat (no solvent);	35%

2-ethoxyacetophenone (14869-39-7) + 2-aminoacetophenone hydrochloride (25384-14-9) → 3-ethoxy-4-methyl-2-phenylquinoline (83463-84-7)

Conditions	Yield
at 150℃; for 1h;	34%

2-methyl-2-cyclopenten-1-one (1120-73-6) + 2-aminoacetophenone hydrochloride (25384-14-9) → 1,4-dimethyl-3H-cyclopentaquinoline (82757-44-6)

Conditions	Yield
With hydrogenchloride In ethanol for 19h; Heating;	21%

di-tert-butyl dicarbonate (24424-99-5) + 2-aminoacetophenone hydrochloride (25384-14-9) → tert-butyl (2-acetylphenyl)carbamate (314773-77-8)

Conditions	Yield
With dmap In acetonitrile at 20℃; for 10h; Product distribution / selectivity;	21%
With potassium carbonate In water; ethyl acetate at 0 - 30℃; for 3.5h;

1-benzenesulphonyl-2,2-bis-methylthio ethylene (41374-14-5) + 2-aminoacetophenone hydrochloride (25384-14-9) → 4-Methyl-2-methylthio-3-(phenylsulfonyl)-chinolin

Conditions	Yield
In acetic acid for 6h; Heating;	18.2%

6-methoxy-3,4-dihydroquinoline-1(2H)-carbonitrile (860204-90-6) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2-(6-methoxy-3,4-dihydro-2H-[1]quinolyl)-4-methyl-quinazoline

Conditions	Yield
With diphenylether

CYANAMID (420-04-2) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2-amino-4-methylquinazoline (6141-02-2)

2-aminoacetophenone hydrochloride (25384-14-9) + N-Cyanoguanidine (127099-85-8, 780722-26-1) → NSC 403387 (716-11-0)

2-(4-bromo-phenyl)-4,5-dihydro-furo[2,3-c]acridine-6-carboxylic acid (37537-53-4) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2-(4-bromo-phenyl)-6-methyl-4,5-dihydro-furo[2,3-c]acridine (37537-57-8)

Conditions	Yield
at 150℃;

tetrahydrofuran-3-one (22929-52-8) + 2-aminoacetophenone hydrochloride (25384-14-9) → 9-methyl-2,3-dihydro-furo[3,2-b]quinoline (17592-98-2)

Conditions	Yield
at 145℃;

Tetrahydrothiophen-3-one (1003-04-9) + 2-aminoacetophenone hydrochloride (25384-14-9) → 9-methyl-2,3-dihydrothieno[3,2-b]quinoline (17517-72-5)

Conditions	Yield
at 135℃;

dihydro-2H-thiopyran-3(4H)-one (19090-03-0) + 2-aminoacetophenone hydrochloride (25384-14-9) → 10-methyl-3,4-dihydro-2H-thiopyrano[3,2-b]quinoline (17517-54-3)

4,5-dihydro-5-methylthiophen-3(2H)-one (50565-24-7) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2,9-dimethyl-2,3-dihydro-thieno[3,2-b]quinoline (17517-52-1)

Conditions	Yield
at 135℃;

Tetrahydro-4H-pyran-4-one (29943-42-8) + 2-aminoacetophenone hydrochloride (25384-14-9) → 10-methyl-3,4-dihydro-1H-pyrano[4,3-b]quinoline (17517-74-7)

Conditions	Yield
at 120℃;

Tetrahydrothiopyran-4-one (1072-72-6) + 2-aminoacetophenone hydrochloride (25384-14-9) → 10-methyl-3,4-dihydro-1H-thiopyrano[4,3-b]quinoline (17517-56-5)

Conditions	Yield
at 140℃;

1-(2-thienyl)-1,3-butanedione (3051-27-2) + 2-aminoacetophenone hydrochloride (25384-14-9) → (2,4-dimethyl-quinolin-3-yl)-thiophen-2-yl-methanone (14428-42-3)

Conditions	Yield
at 160℃;

3,4-dihydro-1-benzoxepin-5(2H)-one (6786-30-7) + 2-aminoacetophenone hydrochloride (25384-14-9) → 8-methyl-6,7-dihydro-benzo[2,3]oxepino[4,5-b]quinoline (18835-88-6)

Conditions	Yield
at 140℃;

6-methyl-4-chromanone (39513-75-2) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2,7-dimethyl-6H-chromeno[4,3-b]quinoline (51723-17-2)

Conditions	Yield
In neat (no solvent) at 140℃; for 0.5h;

6-methyl-thiochroman-4-one (6948-34-1) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2,7-dimethyl-6H-thiochromeno[4,3-b]quinoline (51723-27-4)

Conditions	Yield
In neat (no solvent) at 140℃; for 0.5h;

6-chloro-chroman-4-one (37674-72-9) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2-chloro-7-methyl-6H-chromeno[4,3-b]quinoline (51723-19-4)

Conditions	Yield
In neat (no solvent) at 140℃; for 0.5h;

6-chlorothiochroman-4-one (13735-12-1) + 2-aminoacetophenone hydrochloride (25384-14-9) → 2-chloro-7-methyl-6H-thiochromeno[4,3-b]quinoline (51723-29-6)

Conditions	Yield
In neat (no solvent) at 140℃; for 0.5h;

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) + 2-aminoacetophenone hydrochloride (25384-14-9) → 7-methyl-6H-chromeno[4,3-b]quinoline (1589-01-1)

Conditions	Yield
In neat (no solvent) at 140℃; for 0.5h;

2,3-dihydro-4H-[1]benzothiopyran-4-one (3528-17-4) + 2-aminoacetophenone hydrochloride (25384-14-9) → 7-methyl-6H-thiochromeno[4,3-b]quinoline (1541-60-2)

Conditions	Yield
In neat (no solvent) at 140℃; for 0.5h;

Upstream product

• 551-93-9 2-aminoacetophenone 
• 577-59-3 2-acetylnitrobenzene 

Downstream Products

• 1589-01-1 7-Methyl-6H-<1>-benzopyrano<4,3-b>chinolin 
• 1541-60-2 7-Methyl-6H-<1>-benzothiopyrano<4,3-b>chinolin 
• 17592-92-6 9-methyl-2-phenyl-2,3-dihydro-thieno[3,2-b]quinoline 
• 20324-63-4 10-methyl-1,3-diphenyl-3,4-dihydro-1H-thiopyrano[4,3-b]quinoline 
• 5298-71-5 6,7-dihydro-5,8-dimethyldibenzo<1,10>phenanthroline 
• 54153-51-4 2-amino-3-cyano-4-phenylpyrrole 
• 128972-02-1 4-methyl-2-oxo-N-(2-oxo-2-phenylethyl)pentanamide 
• 5234-26-4 N-(2-acetylphenyl)acetamide 
• 546111-97-1 (-)-N-[4-(2,2-dimethylpropionyl)-5-(2-ethylaminoethanesulfonylaminomethyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide 
• 910634-49-0 N-(4-(2,2-dimethylpropionyl)-5-[2-(hydroxyamino)ethanesulfonylaminomethyl]-5-phenyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-2,2-dimethylpropionamide 
• 546111-92-6 N-[4-(2,2-dimethylpropionyl)-5-ethenesulfonylaminomethyl-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide 

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