3'-Amino-2'-hydroxyacetophenone supplier

Name
3-Amino-2-hydroxyacetophenone
EINECS 676-239-5
CAS No. 70977-72-9
Article Data12
CAS DataBase
Density 1.242 g/cm³
Solubility
Melting Point 95-96 °C
Formula C₈H₉NO₂
Boiling Point 287.2 °C at 760 mmHg
Molecular Weight 151.165
Flash Point 127.5 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Acetophenone,3'-amino-2'-hydroxy- (7CI);1-(3-Amino-2-hydroxyphenyl)ethanone;2-Acetyl-6-aminophenol;3-Amino-2-hydroxyacetophenone;
PSA 63.32000
LogP 1.75820

Synthetic route

: 70977-85-4
1-(2-hydroxy-3-amino-5-bromophenyl)ethan-1-one

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In ethanol under 15001.5 Torr; for 8h; Reflux; Large scale;	91%

: 123687-02-5
3-acetamido-4-acetoxybenzenesulfonic acid

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

Conditions

Conditions	Yield
Stage #1: 3-acetamido-4-acetoxybenzenesulfonic acid With aluminum (III) chloride In nitrobenzene for 5h; Reflux; Stage #2: With hydrogenchloride In water at 20℃; for 6h; pH=9 - 10; Cooling with ice; Reflux;	87%
Stage #1: 3-acetamido-4-acetoxybenzenesulfonic acid With aluminum (III) chloride In chloroform for 5h; Reflux; Stage #2: With hydrogenchloride In chloroform; water at 20℃; for 6h; Reflux;	87%

: 5467-64-1
2-acetamidophenyl acetate

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

Conditions

Conditions	Yield
With titanium tetrachloride In 1-methyl-pyrrolidin-2-one at 120℃; for 3h; Catalytic behavior; Concentration; Fries Phenol Ester Rearrangement; Large scale;	87%

: 28177-69-7
2-hydroxy-3-nitroacetophenone

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride
In diethyl ether; ethanol
With hydrogenchloride; tin In water; ethyl acetate Heating / reflux;
With hydrogenchloride; tin

: 70978-54-0
5'-bromo-2'-hydroxy-3'-nitroacetophenone

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

Conditions

Conditions	Yield
In methanol; dichloromethane

: 614-80-2
2-(acetylamino)phenol

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / dichloromethane / 3 h / 0 - 20 °C / Large scale 2: zinc(II) chloride; hydrogenchloride / acetonitrile / 20 h / 50 °C / Large scale 3: palladium on activated charcoal; hydrogen / ethanol / 8 h / 15001.5 Torr / Reflux; Large scale View Scheme

: 95-55-6
2-amino-phenol

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: water / 2 h / 20 °C / Cooling with ice; Large scale 2: N-Bromosuccinimide / dichloromethane / 3 h / 0 - 20 °C / Large scale 3: zinc(II) chloride; hydrogenchloride / acetonitrile / 20 h / 50 °C / Large scale 4: palladium on activated charcoal; hydrogen / ethanol / 8 h / 15001.5 Torr / Reflux; Large scale View Scheme

: 3582-05-6
trifluoromethyl trifluoromethanesulfonate

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 7-acetylbenzo[d]oxazol-2(3H)-one

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 1h; Sealed tube;	99%

: 30131-16-9
4-(4-phenyl-1-butoxy)benzoic acid

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 136450-06-1
3-[4-(4-phenyl-1-butoxy)benzoyl]amino-2-hydroxyacetophenone

Conditions

Conditions	Yield
With phosphotungstic acid at 140℃; for 8h; Temperature; Time; Inert atmosphere;	98.36%
Stage #1: 4-(4-phenyl-1-butoxy)benzoic acid With thionyl chloride at 50℃; for 3h; Stage #2: 3'-Amino-2'-hydroxyacetophenone With pyridine In dichloromethane at 10℃; for 2h; Inert atmosphere;	84%

: 2-(benzyloxymethyl)benzofuran-5-carboxylic acid

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: N-(3-acetyl-2-hydroxyphenyl)-2-(benzyloxymethyl)benzofuran-5-carboxamide

Conditions

Conditions	Yield
	98%

: 492-88-6
3-ethoxysalicylaldehyde

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 1-(3-((3-ethoxy-2-hydroxybenzylidene)amino)-2-hydroxyphenyl)ethanone

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	97%
In ethanol for 2h; Reflux;
In ethanol for 2h; Reflux;
In ethanol for 2h; Reflux;
With acetic acid In methanol at 60℃; for 1.5h;

: 90-59-5
3,5-Dibromosalicylaldehyde

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 1-(3-((3,5-dibromo-2-hydroxybenzylidene)amino)-2-hydroxyphenyl)ethanone

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	96%
In ethanol for 2h; Reflux;
With acetic acid In methanol at 70℃; for 1.5h; Temperature;

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 90-60-8
3,5-dichlorosalicyclaldehyde

: 1-(3-((3,5-dichloro-2-hydroxybenzylidene)amino)-2-hydroxyphenyl)ethanone

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	96%
In ethanol for 2h; Reflux;
for 2h; Reflux;

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 1761-61-1
5-bromosalicyclaldehyde

: 1-(3-((5-bromo-2-hydroxybenzylidene)amino)-2-hydroxyphenyl)ethan-1-one

Conditions

Conditions	Yield
In ethanol at 49.84℃; for 2h;	96%
In ethanol for 2h; Reflux;

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 1-(3-azido-2-hydroxyphenyl)ethan-1-one

Conditions

Conditions	Yield
Stage #1: 3'-Amino-2'-hydroxyacetophenone With hydrogenchloride In water at 0℃; for 0.166667h; Stage #2: With sodium nitrite In water at 5℃; for 0.5h; Stage #3: With sodium azide In water at 20℃; for 1h;	95%

: 4-chloro-2-(3-phenylpropyl)-2,3-dihydrobenzofuran-5-carboxylic acid

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: N-(3-acetyl-2-hydroxyphenyl)-4-chloro-2-(3-phenylpropyl)-2,3-dihydrobenzofuran-5-carboxamide

Conditions

Conditions	Yield
	93%

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 140-89-6
potassium ethyl xanthogenate

: 7-acetyl-2-mercaptobenzooxazole

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water	92%

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 3-cyclohexyl-7-hydrazinyl-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidine

: 2-amino-6-(1-(2-(3-cyclohexyl-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl)hydrazono)ethyl)phenol

Conditions

Conditions	Yield
In ethanol Reflux;	88%

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 448-61-3
2,4,6-triphenylpyrylium tetrafluoroborate

: C31H24NO2(1+)*BF4(1-)

Conditions

Conditions	Yield
In ethanol for 12h; Reflux;	88%

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 79-04-9
chloroacetyl chloride

: 8-acetyl-2H-benzo[b][1,4]oxazin-3(4H)-one

Conditions

Conditions	Yield
Stage #1: 3'-Amino-2'-hydroxyacetophenone; chloroacetyl chloride With sodium hydrogencarbonate In N,N-dimethyl-formamide for 2h; Inert atmosphere; Stage #2: With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 20h; Inert atmosphere;	84%
Stage #1: 3'-Amino-2'-hydroxyacetophenone; chloroacetyl chloride With sodium hydrogencarbonate In N,N-dimethyl-formamide for 2h; Stage #2: With caesium carbonate In N,N-dimethyl-formamide at 100℃; for 20h;	84%

: 24544-04-5
2,6-diisopropylbenzenamine

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: C21H24F3NO

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In neat (no solvent) at 150℃; for 36h;	81%

: 3-(morpholinosulfonyl)benzohydrazide

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: (E)-N'-(1-(3-amino-2-hydroxyphenyl)ethylidene)-3-(morpholinosulfonyl)benzohydrazide

Conditions

Conditions	Yield
In ethanol Reflux;	74%

: 1514-82-5
2-bromo-3,3,3-trifluoropropene

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 1-(2-(2,2,2-trifluoroethyl)benzoxazol-7-yl)ethanone

Conditions

Conditions	Yield
With sulfur; 2,2'-azobis-(2,4-dimethylvaleronitrile); sodium hydrogencarbonate; bis(pinacol)diborane In N,N-dimethyl-formamide at 100℃; for 15h; Reagent/catalyst; Solvent; Inert atmosphere;	73%

Conditions

Conditions	Yield
With pyridine In oxalyl dichloride; dichloromethane; chloroform; nitrogen	72%

3'-Amino-2'-hydroxyacetophenone: 3'-Amino-2'-hydroxyacetophenone

: 1895-39-2
sodium chlorodifluoroacetate

: 1-(3-(difluoromethyl)-2-thioxo-2,3-dihydrobenzo[d]oxazol-7-yl)ethanone

Conditions

Conditions	Yield
With sulfur; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydroxide In N,N-dimethyl-formamide at 70℃; for 3h; Molecular sieve; Inert atmosphere;	72%

: 108807-05-2
4-(4-phenyl-1-butoxy)benzoyl chloride

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 2-[(E)-3-oxo-3-(2-hydroxy-3-(4-(4-phenylbutoxy)benzamido)phenyl)-1-propenyl]imidazole

Conditions

Conditions	Yield
With potassium carbonate In acetone	70%

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 2-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)acetohydrazide

: N'-((E)-1-(3,-amino-2-hydroxyphenyl)ethylidene)-2-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino)acetohydrazide

Conditions

Conditions	Yield
In ethanol Reflux;	70%

: 203311-23-3
4-(4-phenylbutoxy)iodobenzene

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 136450-06-1
3-[4-(4-phenyl-1-butoxy)benzoyl]amino-2-hydroxyacetophenone

Conditions

Conditions	Yield
	68%

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 1-(2-(2,2,2-trifluoroethyl)benzoxazol-7-yl)ethanone

Conditions

Conditions	Yield
With 2,2'-azobis-(2,4-dimethylvaleronitrile); sodium hydrogencarbonate; sulfur; bis(pinacol)diborane In N,N-dimethyl-formamide at 100℃; for 15h; Inert atmosphere;	63%

: 197506-30-2
2-(3-phenylpropyl)-2,3-dihydrobenzofuran-5-carboxylic acid

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: N-(3-Acetyl-2-hydroxyphenyl)-2-(3-phenylpropyl)2,3-dihydrobenzofuran-5-carboxamide

Conditions

Conditions	Yield
	60%

: 844644-77-5
2‐[O‐(1‐ethyloxyamide)]oxime‐6‐methoxyphenol

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 6-amino-6'-methoxy-2,2'-[1,1'-(ethylenedioxy)(nitrilomethylidyne)(nitriloethylidyne)]bisphenol

Conditions

Conditions	Yield
In methanol at 80℃; for 24h;	52.2%
In ethanol at 55 - 60℃; for 24h;	50%
In ethanol at 55 - 60℃; for 24h;	25%

: 197506-16-4
2-(3-phenylpropyl)-6-chromanecarboxylic acid

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 3E N-(3-Acetyl-2-hydroxyphenyl)-2-(3-phenylpropyl)-chromane-6-carboxamide

Conditions

Conditions	Yield
	45%

: 6-chloro-2-(3-phenylpropyl)-2,3-dihydrobenzofuran-5-carboxylic acid

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: N-(3-acetyl-2-hydroxyphenyl)-6-chloro-2-(3-phenylpropyl)-2,3-dihydrobenzofuran-5-carboxamide

Conditions

Conditions	Yield
	42%

: 70977-72-9
3'-Amino-2'-hydroxyacetophenone

: 1836-05-1
3’-bromo-2’-hydroxylacetophenone

Conditions

Conditions	Yield
Stage #1: 3'-Amino-2'-hydroxyacetophenone With cis-nitrous acid Sandmeyer Reaction; Stage #2: With copper(I) bromide	25%
With cis-nitrous acid; copper(I) bromide Sandmeyer Reaction;	25%

3'-Amino-2'-hydroxyacetophenone Chemical Properties

IUPAC Name: 1-(3-Amino-2-hydroxyphenyl)ethanone
Following is the structure of Ethanone,1-(3-amino-2-hydroxyphenyl)- (CAS NO.70977-72-9):

Empirical Formula: C₈H₉NO₂
Molecular Weight: 151.1626
Index of Refraction: 1.613
Molar Refractivity: 42.39 cm³
Molar Volume: 121.6 cm³
Density: 1.242 g/cm³
Flash Point: 127.5 °C
Polarizability: 16.8 10^-24cm³
Surface Tension: 56.3 dyne/cm
Enthalpy of Vaporization: 54.74 kJ/mol
Boiling Point: 287.2 °C at 760 mmHg
Vapour Pressure of Ethanone,1-(3-amino-2-hydroxyphenyl)- (CAS NO.70977-72-9): 0.00146 mmHg at 25 °C
Product Categories of Ethanone,1-(3-amino-2-hydroxyphenyl)- (CAS NO.70977-72-9): ACETYLGROUP; (intermediate of pranlukast)
Canonical SMILES: CC(=O)C1=C(C(=CC=C1)N)O
InChI: InChI=1S/C8H9NO2/c1-5(10)6-3-2-4-7(9)8(6)11/h2-4,11H,9H2,1H3
InChIKey: NLLYXOVHEQVWJF-UHFFFAOYSA-N

3'-Amino-2'-hydroxyacetophenone Specification

Ethanone,1-(3-amino-2-hydroxyphenyl)- , its cas register number 70977-72-9. It also can be called 3-Amino-2-hydroxyacetophenone ; and 2'-Hydroxy-3'-aminoacetophenone .

Product Name

3-Amino-2-hydroxyacetophenone

Synthetic route

3'-Amino-2'-hydroxyacetophenone Chemical Properties

3'-Amino-2'-hydroxyacetophenone Specification

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