Acetamide,N-[2-(acetyloxy)phenyl]- supplier

Name
2-AMINOPHENOL-N,O-DIACETATE
EINECS
CAS No. 5467-64-1
Article Data39
CAS DataBase
Density 1.206 g/cm³
Solubility
Melting Point 122-124 °C
Formula C₁₀H₁₁NO₃
Boiling Point 369.2 °C at 760 mmHg
Molecular Weight 193.202
Flash Point 177.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Acetanilide,2'-hydroxy-, acetate (6CI,7CI);2-Acetamidophenol acetate;2-Acetamidophenylacetate;2-Acetoxyacetanilide;N,O-Diacetyl-o-aminophenol;NSC 25534;Acetic acid 2-acetylamino-phenyl ester;
PSA 55.40000
LogP 1.64330

Synthetic route

: 108-24-7
acetic anhydride

: 95-55-6
2-amino-phenol

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With sulfuric acid In methanol for 4h; Concentration; Reflux; Large scale;	99.1%
With poly(N-vinylimidazole) In neat (no solvent) at 20℃; for 0.0666667h; Green chemistry;	98%
With succinimide-N-sulfonic acid In neat (no solvent) at 20℃; for 0.0333333h; Mechanism;	98%

: 64-19-7
acetic acid

: 95-55-6
2-amino-phenol

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With poly(4-vinylpyridine) perchlorate In neat (no solvent) at 20℃; for 0.2h;	98%

: 108-24-7
acetic anhydride

: 88-75-5
2-hydroxynitrobenzene

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
Stage #1: 2-hydroxynitrobenzene With sodium tetrahydroborate; water In neat (no solvent) at 20℃; for 0.0166667h; Stage #2: acetic anhydride In neat (no solvent) at 40℃; for 0.0666667h; Reagent/catalyst;	92%
With sodium tetrahydroborate at 60℃; for 0.183333h;	91%
Stage #1: 2-hydroxynitrobenzene In water for 0.0833333h; Stage #2: With sodium tetrahydroborate In water at 65℃; for 0.0833333h; Stage #3: acetic anhydride In water at 65℃; for 0.0333333h; Catalytic behavior;	90%

: 75-36-5
acetyl chloride

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

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With pyridine In acetonitrile for 0.0833333h; Ambient temperature;	91%
sulfuric acid at 80℃; for 0.25h;

: 1262859-22-2
C10H11NO3

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With iodine In acetonitrile for 3h; Beckmann rearrangement; Reflux;	90%

: 59130-68-6
N,N,O-Triacetyl-2-aminophenol

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With acetic acid for 3h; Heating;	87%

: 64-19-7
acetic acid

: 103-84-4
Acetanilid

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With potassium peroxomonosulphate; palladium diacetate In 1,2-dichloro-ethane at 100℃; for 48h;	77%
With ammonium peroxydisulfate; palladium diacetate; trifluoroacetic acid at 20℃; for 24h;	67%
With ammonium peroxydisulfate; C20H16F6N2O6Pd2 at 20℃; for 24h;	62%
With ammonium peroxydisulfate; silver hexafluoroantimonate; [RhCl2(p-cymene)]2 In 1,2-dichloro-ethane at 100℃; for 24h; Inert atmosphere; regioselective reaction;	56%

: 82833-70-3
2-aminophenyl acetate

A: 95-21-6
2-methyl-1,3-benzoxazole

B: 5467-64-1
2-acetamidophenyl acetate

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

Conditions

Conditions	Yield
With acetic acid at 138℃; for 3h;	A 41% B 0.5% C 3.6%

...Expand

: 127-09-3
sodium acetate

: 51-19-4
2-aminophenol hydrochloride

: 108-24-7
acetic anhydride

: 5467-64-1
2-acetamidophenyl acetate

...Expand

: 51-19-4
2-aminophenol hydrochloride

: 108-24-7
acetic anhydride

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With sodium acetate

: 108-24-7
acetic anhydride

: 141-78-6
ethyl acetate

: 95-55-6
2-amino-phenol

: 5467-64-1
2-acetamidophenyl acetate

...Expand

: 108-24-7
acetic anhydride

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

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With sodium hydroxide

: 88-75-5
2-hydroxynitrobenzene

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With acetic anhydride; nickel Hydrogenation;
Multi-step reaction with 2 steps 1: tin(II) chloride dihdyrate; choline chloride / 80 °C 2: sodium acetate / water / 0.17 h / Heating View Scheme

: 2-benzylideneaminophenyl acetate

A: 95-21-6
2-methyl-1,3-benzoxazole

B: 5467-64-1
2-acetamidophenyl acetate

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

Conditions

Conditions	Yield
With sulfuric acid 2.) light petroleum; Yield given. Multistep reaction. Yields of byproduct given;
With sulfuric acid 2.) light petroleum, R.T.; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 64-19-7
acetic acid

: 622-37-7
Phenyl azide

A: 2183-86-0
1,3-dihydro-2H-azepin-2-one

B: 5467-64-1
2-acetamidophenyl acetate

C: 2623-33-8
4-acetoxyacetanilide

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

Conditions

Conditions	Yield
at 25℃; Irradiation; Further byproducts given;	A 39.2 % Turnov. B 5.6 % Turnov. C 12.2 % Turnov. D 7.9 % Turnov.

...Expand

: 622-37-7
Phenyl azide

A: 2183-86-0
1,3-dihydro-2H-azepin-2-one

B: 5467-64-1
2-acetamidophenyl acetate

C: 2623-33-8
4-acetoxyacetanilide

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

Conditions

Conditions	Yield
With acetic acid at 25℃; for 72h; Irradiation; Further byproducts given;	A 39.2 % Turnov. B 5.6 % Turnov. C 12.2 % Turnov. D 7.9 % Turnov.

...Expand

: 41772-20-7
1,2-Benzochinon-monophenylthioimin

: 108-24-7
acetic anhydride

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
With pyridine; acetic acid; zinc

: 64-19-7
acetic acid

: 622-37-7
Phenyl azide

A: 95-21-6
2-methyl-1,3-benzoxazole

B: 2183-86-0
1,3-dihydro-2H-azepin-2-one

C: 103-90-2
4-acetaminophenol

D: 5467-64-1
2-acetamidophenyl acetate

E: 2623-33-8
4-acetoxyacetanilide

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

G PhNHAc, PhN=NPh: PhNHAc, PhN=NPh

Conditions

Conditions	Yield
at 25℃; Product distribution; Mechanism; Irradiation; var. of solvent, further thermolysis;	A 4.2 % Chromat. B 39.2 % Chromat. C 2.3 % Chromat. D 6.5 % Chromat. E 12.2 % Chromat. F 7.9 % Chromat. G n/a

...Expand

: 108-24-7
acetic anhydride

: 82833-70-3
2-aminophenyl acetate

: 5467-64-1
2-acetamidophenyl acetate

Conditions

Conditions	Yield
In dichloromethane at 20℃;

: 5467-64-1
2-acetamidophenyl acetate

: 95-21-6
2-methyl-1,3-benzoxazole

Conditions

Conditions	Yield
With acetic acid at 138℃; for 6h;	94.5%
at 210℃;

: 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%

: 5467-64-1
2-acetamidophenyl acetate

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

Conditions

Conditions	Yield
In water at 25℃; trypsin, O.1 M phosphate buffer, pH 8.0;	85%
With sodium hydroxide

: 5467-64-1
2-acetamidophenyl acetate

: 139399-68-1
2-Acetamido-5-chlorophenyl acetate

Conditions

Conditions	Yield
With N-chloro-succinimide; acetic acid for 120h; Ambient temperature;	81%
With chloroform; chlorine

: 5467-64-1
2-acetamidophenyl acetate

: 2-methylbenzo[d]oxazol-4-yl acetate

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; trifluorormethanesulfonic acid; palladium diacetate; acetic acid In N,N-dimethyl-formamide at 100℃; for 24h; Reagent/catalyst; Sealed tube;	68%

: 5467-64-1
2-acetamidophenyl acetate

: 91715-77-4
2-Acetamido-5-bromophenyl Acetate

Conditions

Conditions	Yield
With N-Bromosuccinimide In acetic acid Ambient temperature;	67%
With N-Bromosuccinimide; acetic acid Ambient temperature;

: 5467-64-1
2-acetamidophenyl acetate

A: 95-21-6
2-methyl-1,3-benzoxazole

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

Conditions

Conditions	Yield
In ethanol; acetic acid Product distribution; Heating;	A 39% B 45%

: 5467-64-1
2-acetamidophenyl acetate

: 88348-79-2
di(1H-benzotriazol-1-yl) sulfoxide

: 1-[N-(o-acetoxyphenyl)acetimidoyl]-1H-benzotriazole

Conditions

Conditions	Yield
	45%

: 91-01-0
1,1-Diphenylmethanol

: 5467-64-1
2-acetamidophenyl acetate

: 2-Amino-5-benzhydryl-phenol

Conditions

Conditions	Yield
With sulfuric acid; acetic acid und Erhitzen des Reaktionsprodukts mit wss.H2SO4;

: 5467-64-1
2-acetamidophenyl acetate

: 74896-30-3
1-<3-(acetylamino)-4-hydroxyphenyl>ethanone

Conditions

Conditions	Yield
With aluminium trichloride

: 5467-64-1
2-acetamidophenyl acetate

A: 69194-51-0
1-acetoxy-2-acetylamino-3-nitro-benzene

B: 304667-95-6
2-acetoxy-1-acetylamino-4-nitro-benzene

Conditions

Conditions	Yield
With nitric acid; acetic anhydride

: 5467-64-1
2-acetamidophenyl acetate

: 304667-95-6
2-acetoxy-1-acetylamino-4-nitro-benzene

Conditions

Conditions	Yield
With nitric acid
durch Nitrierung;

: 5467-64-1
2-acetamidophenyl acetate

: 5422-72-0
acetic acid-(2-hydroxy-3,5-dinitro-anilide)

Conditions

Conditions	Yield
durch Nitrieren;
bei der Nitrierung;

: 5467-64-1
2-acetamidophenyl acetate

: 98-88-4
benzoyl chloride

: 1-acetoxy-2-(acetyl-benzoyl-amino)-benzene

Conditions

Conditions	Yield
With pyridine

: 5467-64-1
2-acetamidophenyl acetate

A: 3-acetamido-4-hydroxybenzenesulfonyl chloride

B: 4-acetamido-3-hydroxybenzenesulfonyl chloride

Conditions

Conditions	Yield
With chlorosulfonic acid In chloroform at 50 - 60℃; for 2h; Yield given. Yields of byproduct given;

Acetamide,N-[2-(acetyloxy)phenyl]- Specification

The Acetamide,N-[2-(acetyloxy)phenyl]-, with the CAS registry number 5467-64-1, is also known as Acetic acid 2-acetylamino-phenyl ester. This chemical's molecular formula is C₁₀H₁₁NO₃ and molecular weight is 193.20. What's more, its systematic name is 2-(Acetylamino)phenyl acetate.

Physical properties of Acetamide,N-[2-(acetyloxy)phenyl]- are: (1)ACD/LogP: 0.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.4; (4)ACD/LogD (pH 7.4): 0.4; (5)ACD/BCF (pH 5.5): 1.19; (6)ACD/BCF (pH 7.4): 1.19; (7)ACD/KOC (pH 5.5): 39.39; (8)ACD/KOC (pH 7.4): 39.39; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 46.61 Å²; (13)Index of Refraction: 1.561; (14)Molar Refractivity: 51.86 cm³; (15)Molar Volume: 160.1 cm³; (16)Polarizability: 20.56×10^-24cm³; (17)Surface Tension: 44 dyne/cm; (18)Density: 1.206 g/cm³; (19)Flash Point: 177.1 °C; (20)Enthalpy of Vaporization: 61.59 kJ/mol; (21)Boiling Point: 369.2 °C at 760 mmHg; (22)Vapour Pressure: 1.21E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-acetylamino-phenol, acetyl chloride at the ambient temperature. This reaction will need reagent pyridine and solvent acetonitrile with the reaction time of 5 min. The yield is about 91%.

Acetamide,N-[2-(acetyloxy)phenyl]- can be prepared by 2-acetylamino-phenol, acetyl chloride at the ambient temperature

Uses of Acetamide,N-[2-(acetyloxy)phenyl]-: it can be used to produce 2-methyl-benzooxazole at the temperature of 138 °C. It will need reagent acetic acid with the reaction time of 6 hours. The yield is about 94.5%.

Acetamide,N-[2-(acetyloxy)phenyl]- can be used to produce 2-methyl-benzooxazole at the temperature of 138 °C

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Oc1ccccc1NC(=O)C)C
(2)InChI: InChI=1S/C10H11NO3/c1-7(12)11-9-5-3-4-6-10(9)14-8(2)13/h3-6H,1-2H3,(H,11,12)
(3)InChIKey: UGTVVIHMAMPKJT-UHFFFAOYSA-N

Product Name

2-AMINOPHENOL-N,O-DIACETATE

Synthetic route

Acetamide,N-[2-(acetyloxy)phenyl]- Specification

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