N-(3-Acetyl-4-hydroxyphenyl)acetamide supplier

Name
N1-(3-ACETYL-4-HYDROXYPHENYL)ACETAMIDE
EINECS 230-735-4
CAS No. 7298-67-1
Article Data42
CAS DataBase
Density 1.267g/cm³
Solubility
Melting Point 167-168 °C
Formula C₁₀H₁₁NO₃
Boiling Point 414.4°C at 760 mmHg
Molecular Weight 193.202
Flash Point 204.4°C
Transport Information
Appearance
Safety
Risk Codes R22; R36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms N-(3-Acetyl-4-hydroxyphenyl)acetamide;N1-(3-Acetyl-4-hydroxyphenyl)acetamide;
PSA 66.40000
LogP 1.62620

Synthetic route

: 51-66-1
4-methoxyacetanilide

: 75-36-5
acetyl chloride

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
With aluminum (III) chloride In carbon disulfide for 1.5h; Friedel Crafts acylation;	90%
With aluminum (III) chloride In carbon disulfide at 80 - 90℃; for 1.5h;	90%
With aluminium trichloride In dichloromethane for 4.5h; Heating;	88%

: 103-90-2
4-acetaminophenol

: 75-36-5
acetyl chloride

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
With aluminum (III) chloride In nitrobenzene at 130℃; for 3.5h;	81.5%
With aluminium trichloride In nitrobenzene at 20 - 130℃; for 3h;	62%
With aluminium trichloride Yield given;

: 2623-33-8
4-acetoxyacetanilide

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
With aluminum (III) chloride; sodium chloride at 20 - 130℃; for 5h; Fries Phenol Ester Rearrangement;	89%
With zinc(II) chloride at 180℃; for 2h;	75%
With ytterbium trifluoromethanesulfonate; lithium perchlorate In nitromethane at 100℃; for 8h; Fries rearrangement;	65%

: 1450-76-6
1-(2-hydroxy-5-nitrophenyl)ethanone

1-<3-nitro-2-hydroxy-phenyl>-ethanone-(1): 1-<3-nitro-2-hydroxy-phenyl>-ethanone-(1)

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen / 5percent Pd/C / tetrahydrofuran / 2 h / 2068.6 Torr 2: tetrahydrofuran / 0.33 h / 60 °C View Scheme

: 118-93-4
o-hydroxyacetophenone

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 33 percent / nitric acid, glacial acetic acid / 1.) RT, 40 min, 2.) from 45 to 50 deg C, 16 h 2: hydrogen / 5percent Pd/C / tetrahydrofuran / 2 h / 2068.6 Torr 3: tetrahydrofuran / 0.33 h / 60 °C View Scheme

: 104-94-9
4-methoxy-aniline

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium acetate; acetic acid 2: aluminum (III) chloride / carbon disulfide / 1.5 h View Scheme
Multi-step reaction with 2 steps 1: dichloromethane / 2 h / 20 °C 2: aluminum (III) chloride / dichloromethane / 4.5 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: sodium acetate / acetic acid / 0.5 h / 0 °C 2: aluminum (III) chloride / carbon disulfide / 1.5 h / 80 - 90 °C 3: sodium hydroxide; water View Scheme

: N-(3-acetylphenyl)-N-hydroxyacetamide

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
With Phenylselenyl bromide In 1,4-dioxane at 100℃; for 10h;	45%

: 51410-09-4
acetic acid-(3-acetyl-4-methoxy-anilide)

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
With water; sodium hydroxide

: 104-94-9
4-methoxy-aniline

optically inactive bis-<2-chloro-propyl>-<2>naphthyl-amine: optically inactive bis-<2-chloro-propyl>-<2>naphthyl-amine

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / CH2Cl2 2: 87 percent / AlCl3 / CH2Cl2 View Scheme

: 50-80-6
5-amino-2-hydroxyacetophenone

: 108-24-7
acetic anhydride

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
In tetrahydrofuran at 60℃; for 0.333333h; Yield given;

: 123-30-8
4-amino-phenol

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 52 percent / pyridine / CH2Cl2 / 5 °C 2: 10 percent / aluminium chloride / 2 h / 140 °C View Scheme
Multi-step reaction with 2 steps 1: pyridine / 100 °C 2: zinc(II) chloride / 2 h / 180 °C View Scheme
Multi-step reaction with 2 steps 1: triethylamine / ethyl acetate / 16 h / 0 - 20 °C 2: aluminum (III) chloride; sodium chloride / 5 h / 20 - 130 °C View Scheme

: 51-66-1
4-methoxyacetanilide

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aluminum (III) chloride / carbon disulfide / 1.5 h / 80 - 90 °C 2: sodium hydroxide; water View Scheme

: 10517-46-1
3-Hydroxylamino-acetophenon

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / diethyl ether / 18 h / 0 - 23 °C 2: Phenylselenyl bromide / 1,4-dioxane / 10 h / 100 °C View Scheme

: 121-89-1
3-Nitroacetophenone

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: rhodium on carbon; hydrazine hydrate / tetrahydrofuran / 0 - 23 °C 2: sodium hydrogencarbonate / diethyl ether / 18 h / 0 - 23 °C 3: Phenylselenyl bromide / 1,4-dioxane / 10 h / 100 °C View Scheme

: 104-94-9
4-methoxy-aniline

<Δ2.5-dihydrophthalic acid >-anhydride: <Δ2.5-dihydrophthalic acid >-anhydride

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3 View Scheme

: 506-96-7
Acetyl bromide

: 62-44-2
4-ethoxyacetanilide

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
With carbon disulfide; aluminium trichloride Irradiation;

: 62-44-2
4-ethoxyacetanilide

: 75-36-5
acetyl chloride

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
With carbon disulfide; aluminium trichloride

: 7446-70-0
aluminium trichloride

: 2623-33-8
4-acetoxyacetanilide

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

Conditions

Conditions	Yield
at 180℃;

: 75-15-0
carbon disulfide

: 506-96-7
Acetyl bromide

: 62-44-2
4-ethoxyacetanilide

: 7727-15-3
aluminium bromide

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

...Expand

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 74-88-4
methyl iodide

: 51410-09-4
acetic acid-(3-acetyl-4-methoxy-anilide)

Conditions

Conditions	Yield
With potassium carbonate In N-methyl-acetamide; water	100%

: 25054-53-9
3,4-(methylenedioxy)benzoyl chloride

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 1187016-32-5
2-O-([1,3]dioxol-5-benzoate)-5-acetamido-acetophenone

Conditions

Conditions	Yield
With dmap; triethylamine In tetrahydrofuran at 20℃; for 24h;	100%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 50-80-6
5-amino-2-hydroxyacetophenone

Conditions

Conditions	Yield
With hydrogenchloride	99%
With hydrogenchloride; water for 6h; Heating / reflux;	94%
With hydrogenchloride; water for 6h; Heating / reflux;	94%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 57471-32-6
5-amino-2-hydroxyacetophenone hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol	99%
With hydrogenchloride In ethanol for 14h; Heating;	83%
With hydrogenchloride In ethanol	18.3 g (99%)

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 446-52-6
2-Fluorobenzaldehyde

: 1245282-57-8
(E)-N-(3-(3-(2-fluorophenyl)acryloyl)-4-hydroxyphenyl)acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	98%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 100-52-7
benzaldehyde

: 52923-34-9
N-[4-hydroxy-3-[(E)-3-phenylprop-2-enoyl]phenyl]acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	97%
With lithium hydroxide monohydrate In methanol at 80℃; for 0.366667h; Microwave irradiation;	82%
With potassium hydroxide In ethanol Claisen-Schmidt Condensation;
With lithium hydroxide monohydrate In methanol at 80℃; for 3h;

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 454-89-7
3-Trifluoromethylbenzaldehyde

: 1245282-60-3
(E)-N-(4-hydroxy-3-(3-(3-(trifluoromethyl)phenyl)acryloyl)phenyl)acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	95%

: 120-57-0
piperonal

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: C18H15NO5

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃; for 12h;	92%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 105-36-2
ethyl bromoacetate

: ethyl 2-(4-acetamido-2-acetylphenoxy)acetate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide for 2h; Reflux;	91.2%
With potassium carbonate; potassium iodide In acetone for 6h; Reflux;	91.2%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 4h;	87%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 67-64-1
acetone

: 186774-61-8
N-(2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-yl)acetamide

Conditions

Conditions	Yield
With pyrrolidine In methanol at 25℃;	91%
Stage #1: 5-acetamido-2-hydroxyacetophenone; acetone With pyrrolidine In methanol at 20℃; Stage #2: With hydrogenchloride In water pH=1;	91%
With pyrrolidine In methanol at 20℃; for 16h;	84%
With pyrrolidine
With pyrrolidine In methanol

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 1245282-61-4
(E)-N-(4-hydroxy-3-(3-(4-(trifluoromethyl)phenyl)acryloyl)phenyl)acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	91%

: 67-56-1
methanol

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 186774-61-8
N-(2,2-dimethyl-4-oxo-3,4-dihydro-2H-1-benzopyran-6-yl)acetamide

Conditions

Conditions	Yield
In pyrrolidine; acetone at 20℃;	91%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 223559-44-2
N-{1'-[(tert-butoxy)carbonyl]-4-oxospiro[chroman-2,4'-piperidin]-6-yl}acetamide

Conditions

Conditions	Yield
With pyrrolidine	90%
With pyrrolidine In methanol for 13h; Heating / reflux;

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 70-11-1
α-bromoacetophenone

: N-(2-benzoyl-3-methylbenzofuran-5-yl)acetamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 0.0833333h; Microwave irradiation;	89%
With ethanol
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 1h; Inert atmosphere;

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 135-02-4
ortho-anisaldehyde

: 1245282-54-5
(E)-N-(4-hydroxy-3-(3-(2-methoxyphenyl)acryloyl)phenyl) acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	89%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 456-48-4
3-Fluorobenzaldehyde

: 1245282-58-9
(E)-N-(3-(3-(3-fluorophenyl)acryloyl)-4-hydroxyphenyl)acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	88%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

: (E)-N-(3-(3-(dimethylamino)acryloyl)-4-hydroxyphenyl)acetamide

Conditions

Conditions	Yield
In isopropyl alcohol at 45℃; for 18h;	87%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 100-52-7
benzaldehyde

: 24449-58-9
5′-acetamino-2′-hydroxychalcone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃; for 12h;	85.16%
Stage #1: 5-acetamido-2-hydroxyacetophenone; benzaldehyde With sodium hydroxide In ethanol; water at 20℃; for 6h; Stage #2: With acetic acid In ethanol; water for 1h; Cooling with ice;	82%
With ethanol
With lithium hydroxide In methanol Claisen Schmidt condensation; Microwave irradiation;
With potassium hydroxide In ethanol at 30℃; for 12h;

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 591-31-1
3-methoxy-benzaldehyde

: 1245282-55-6
(E)-N-(4-hydroxy-3-(3-(3-methoxyphenyl)acryloyl)phenyl) acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	85%
With potassium hydroxide In ethanol Claisen-Schmidt Condensation;

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 95-92-1
oxalic acid diethyl ester

: ethyl 6-acetamido-4-oxo-4H-chromene-2-carboxylate

Conditions

Conditions	Yield
With sodium In ethanol for 1h; Reflux;	85%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 459-57-4
4-fluorobenzaldehyde

: 1245282-59-0
(E)-N-(3-(3-(4-fluorophenyl)acryloyl)-4-hydroxyphenyl)acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	84%
With potassium hydroxide In ethanol Claisen-Schmidt Condensation;

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: (E)-N-(3-(3-(dimethylamino)acryloyl)-4-hydroxyphenyl)acetamide

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 110℃; for 2h;	84%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 824-94-2
p-methoxybenzyl chloride

: 1085488-94-3
5-Acetamido-2-(4-methoxybenzyloxy)acetophenone

Conditions

Conditions	Yield
With potassium carbonate In butanone Reflux;	82%

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 123-11-5
4-methoxy-benzaldehyde

: 80881-74-9
4-Methoxy-2'-hydroxy-5'-acetamino-chalkon

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 30℃; for 12h;	81.5%
With lithium hydroxide In methanol Claisen Schmidt condensation; Microwave irradiation;

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 123-11-5
4-methoxy-benzaldehyde

: 80881-74-9
(E)-N-(4-hydroxy-3-(3-(4-methoxyphenyl)acryloyl)phenyl)acetamide

Conditions

Conditions	Yield
With lithium hydroxide monohydrate In methanol at 80℃; Microwave irradiation;	80%
With potassium hydroxide
With potassium hydroxide In ethanol Claisen-Schmidt Condensation;

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 98-88-4
benzoyl chloride

: 36773-22-5
1-phenyl-3-(2'-hydroxy-5'-acetamidophenyl)-1,3-propanedione

Conditions

Conditions	Yield
With potassium carbonate In acetone for 8h; Reflux;	80%
With potassium carbonate; acetone

: 7298-67-1
5-acetamido-2-hydroxyacetophenone

: 98-88-4
benzoyl chloride

: 198329-77-0
2-acyl-4-acetamidophenyl benzoate

Conditions

Conditions	Yield
With pyridine at 20℃; for 4h;	80%

N-(3-Acetyl-4-hydroxyphenyl)acetamide Specification

This chemical is called N-(3-Acetyl-4-hydroxyphenyl)acetamide. With the molecular formula of C₁₀H₁₁NO₃, its molecular weight is 193.20. The CAS registry number of this chemical is 7298-67-1. Additionally, its product categories are Phenyls & Phenyl-Het; Phenyls & Phenyl-Het.

Other characteristics of the N-(3-Acetyl-4-hydroxyphenyl)acetamide can be summarised as followings: (1)XLogP3-AA: 1; (2)H-Bond Donor: 2; (3)H-Bond Acceptor: 3; (4)Rotatable Bond Count: 2; (5)Tautomer Count: 14; (6)Exact Mass: 193.073893; (7)MonoIsotopic Mass: 193.073893; (8)Topological Polar Surface Area: 66.4; (9)Heavy Atom Count: 14; (10)Formal Charge: 0; (11)Complexity: 240; (12)Covalently-Bonded Unit Count: 1; (13)Feature 3D Acceptor Count: 2; (14)Feature 3D Donor Count: 2; (15)Feature 3D Ring Count: 1.

Production method of this chemical: The N-(3-Acetyl-4-hydroxyphenyl)acetamide could be obtained by the reactant of 1-acetoxy-4-acetylamino-benzene. This reaction needs the reagent of AlCl₃.

Uses of this chemical: The 1-(5-amino-2-hydroxy-phenyl)-ethanone could be obtained by the reactant of N-(3-Acetyl-4-hydroxyphenyl)acetamide. This reaction needs the reagent of 15percent HCl. The yield is 86 %.

You can still convert the following datas into molecular structure:
1.Canonical SMILES: CC(=O)C1=C(C=CC(=C1)NC(=O)C)O
2.InChI: InChI=1S/C10H11NO3/c1-6(12)9-5-8(11-7(2)13)3-4-10(9)14/h3-5,14H,1-2H3,(H,11,13)
3.InChIKey: DIQSYMRVTOVKQT-UHFFFAOYSA-N

Product Name

N1-(3-ACETYL-4-HYDROXYPHENYL)ACETAMIDE

Synthetic route

N-(3-Acetyl-4-hydroxyphenyl)acetamide Specification

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