Benzoic acid,5-(acetylamino)-2-hydroxy- supplier

Name
N-ACETYL-5-AMINOSALICYLIC ACID
EINECS 200-107-4
CAS No. 51-59-2
Article Data16
CAS DataBase
Density 1.462 g/cm³
Solubility
Melting Point 228-230 °C
Formula C₉H₉NO₄
Boiling Point 480.2 °C at 760 mmHg
Molecular Weight 195.175
Flash Point 244.2 °C
Transport Information
Appearance Light-brown cyrstals
Safety 26
Risk Codes 36
Molecular Structure
Hazard Symbols
Synonyms Salicylicacid, 5-acetamido- (8CI);2-Hydroxy-5-(acetylamino)benzoic acid;2-Hydroxy-5-acetamidobenzoic acid;3-Carboxyparacetamol;5-(Acetylamino)salicylic acid;5-Acetamido-2-hydroxybenzoic acid;5-Acetamidosalicylic acid;Acetylmesalazine;N-Acetyl-5-aminosalicylic acid;NSC 54183;
PSA 86.63000
LogP 1.12180

Synthetic route

: 89-57-6
5-Aminosalicylic Acid

: 108-24-7
acetic anhydride

: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
With acetic acid In water for 0.5h; Reflux;	94%
In water; acetone at 20℃; for 1.33333h; Reflux;	94%
With multi-walled carbonnanotubes functionalized with phosphonic acid In neat (no solvent) at 20℃; for 0.333333h;	90%

: 60-35-5
acetamide

: 89-57-6
5-Aminosalicylic Acid

: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
Stage #1: acetamide With thionyl chloride In diethyl ether Stage #2: 5-Aminosalicylic Acid for 0.133333h; Heating;	84%

: 89-57-6
5-Aminosalicylic Acid

: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
With acetic anhydride In water	67%
Multi-step reaction with 2 steps 1: 36 h / 25 °C 2: NaOH / H2O / 2 h / 25 °C View Scheme

: 22921-67-1
5-acetylamino-2-bromobenzoic acid

: 108-46-3
recorcinol

A: 587-48-4
3-acetylaminobenzoic acid

B: 8-acetamide-3-hydroxy-6H-benzo-[c]-chromene-6-one

C: C15H13NO5

D: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
With lithium carbonate; copper(II) sulfate In water at 60℃; Reagent/catalyst; Temperature;	A 15% B 48% C 11% D 13%

...Expand

: 96-97-9
5-nitrosalicylic acid

A: 89-57-6
5-Aminosalicylic Acid

B: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
With tin; acetic acid dann verduennt man mit Wasser und faellt mit Schwefelwasserstoff;
With tin; acetic acid

: 6376-29-0
5-acetamido-2-acetoxybenzoic acid

: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 25℃; for 2h; Yield given;

: 96-97-9
5-nitrosalicylic acid

: 64-19-7
acetic acid

tin: tin

A: 89-57-6
5-Aminosalicylic Acid

B: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield

...Expand

: 5-(4'-sulphophenylazo)salicylic acid sodium salt

: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 71 percent / Na2S2O4; sodium hydroxide / H2O / 0.01 h / microwave irradiation 2.1: thionyl chloride / diethyl ether 2.2: 84 percent / 0.13 h / Heating View Scheme

: 3147-53-3
2-hydroxy-5-phenylazo-benzoic acid

: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrosulfite sodium 2: alkali; water View Scheme

: 69-72-7
salicylic acid

: 51-59-2
N-Acetyl-5-aminosalicylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: glacial acetic acid; fuming nitric acid 2: tin; glacial acetic acid View Scheme
Multi-step reaction with 2 steps 1: glacial acetic acid; lead nitrate 2: tin; glacial acetic acid View Scheme

: 111-19-3
sebacoyl chloride

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 377064-84-1
1,10-bis-5-acetamidosalicyl-sebacate

Conditions

Conditions	Yield
Stage #1: sebacoyl chloride; N-Acetyl-5-aminosalicylic acid With pyridine In tetrahydrofuran at 0℃; for 6.16667h; Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=2;	96%

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: C9H6(2)H3NO4

Conditions

Conditions	Yield
With 10% Pt/activated carbon; palladium 10% on activated carbon; hydrogen; water-d2 at 145℃; for 24h; Sealed tube; regioselective reaction;	95%

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 109-73-9
N-butylamine

: 6382-44-1
5-acetamido-N-butylsalicylamide

Conditions

Conditions	Yield
Stage #1: N-Acetyl-5-aminosalicylic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: N-butylamine In N,N-dimethyl-formamide at 0 - 20℃;	86%

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 3-O-N-acetyl-5-aminosalicylate-1,2:5,6-di-O-isopropylidene-D-glucofuranose

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Cooling with ice;	57%

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 6-O-[5-(acetylamino)-2-hydroxybenzoyl]-1,2:3,4-di-O-isopropylidene-D-galactopyranose

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h;	51%

: 20880-92-6
2,3;4,5-di-O-isopropylidene-β-D-fructopyranose

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 1-O-[5-(acetylamino)-2-hydroxybenzoyl]-2,3:4,5-di-O-isopropylidene-D-fructopyranose

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h;	48%

: 30737-85-0
2,3,4,5-di-O-isopropylidene-D-xylitol

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 1-O-N-acetyl-5-aminosalicylate-2,3,4,5-di-isopropylidene-D-xylitol

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Cooling with ice;	47%

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 5-acetylamino-3-amino-2-hydroxy-benzoic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid man reduziert das Produkt mit Eisen und Essigsaeure;

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 118828-85-6
2,6-dinitro-4-acetylaminophenol

Conditions

Conditions	Yield
With nitric acid

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 62-53-3
aniline

: acetic acid-[4-hydroxy-3-(phenylimino-methyl)-anilide]

Conditions

Conditions	Yield
With sodium hydroxide; boric acid; sodium chloride anschliessend Behandeln mit Natrium-Amalgam;

: 83-07-8
4-amino-2,3-dimethyl-1-phenylpyrazolin-5-one

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 14780-48-4
6-acetylamino-3-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 107-10-8
propylamine

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 14780-41-7
6-acetylamino-3-propyl-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 1925-98-0
NCI 50119

Conditions

Conditions	Yield
With ammonia; triethylamine

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 75-04-7
ethylamine

: 14714-12-6
6-acetylamino-3-ethyl-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 64-04-0
phenethylamine

: 14780-46-2
6-acetylamino-3-phenethyl-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 75-31-0
isopropylamine

: 14780-42-8
6-acetylamino-3-isopropyl-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 57-14-7
1,1-dimethylhydrazine

: 14780-50-8
6-acetylamino-3-dimethylamino-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 108-00-9
N,N-dimethylethylenediamine

: 14780-43-9
6-acetylamino-3-(2-dimethylamino-ethyl)-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 100-36-7
N,N-diethylethylenediamine

: 6-acetylamino-3-(2-diethylamino-ethyl)-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 156-43-4
4-Ethoxyaniline

: 14780-47-3
6-acetylamino-3-(4-ethoxy-phenyl)-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 107-11-9
1-amino-2-propene

: 14792-97-3
6-acetylamino-3-allyl-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 616-34-2
methoxycarbonylmethylamine

: 14780-49-5
(6-acetylamino-2,4-dioxo-4H-benzo[e][1,3]oxazin-3-yl)-acetic acid methyl ester

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 87-62-7
2,6-dimethylaniline

: 14714-11-5
6-acetylamino-3-(2,6-dimethyl-phenyl)-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 74-89-5
methylamine

: 14780-38-2
6-acetylamino-3-methyl-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 51-59-2
N-Acetyl-5-aminosalicylic acid

: 541-41-3
chloroformic acid ethyl ester

: 140-80-7
5-diethylamino-2-pentylamine

: 6-acetylamino-3-(4-diethylamino-1-methyl-butyl)-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

Benzoic acid,5-(acetylamino)-2-hydroxy- Specification

The Benzoic acid,5-(acetylamino)-2-hydroxy-, with the CAS registry number 51-59-2, is also known as 5-Acetamidosalicylic acid. Its EINECS number is 200-107-4 and its systematic name is 5-(Acetylamino)-2-hydroxybenzoic acid. This chemical's molecular formula is C₉H₉NO₄ and molecular weight is 195.17. What's more, it belongs to the product categories of Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals; Isotope Labeled Compounds.

Physical properties of Benzoic acid,5-(acetylamino)-2-hydroxy- are: (1)ACD/LogP: 1.48; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.54; (4)ACD/LogD (pH 7.4): -1.67; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 55.84 Å²; (13)Index of Refraction: 1.661; (14)Molar Refractivity: 49.33 cm³; (15)Molar Volume: 133.4 cm³; (16)Polarizability: 19.55×10^-24cm³; (17)Surface Tension: 71.5 dyne/cm; (18)Density: 1.462 g/cm³; (19)Flash Point: 244.2 °C; (20)Enthalpy of Vaporization: 78.44 kJ/mol; (21)Boiling Point: 480.2 °C at 760 mmHg; (22)Vapour Pressure: 4.96E-10 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(=O)NC1=CC(=C(C=C1)O)C(=O)O
(2)InChI: InChI=1S/C9H9NO4/c1-5(11)10-6-2-3-8(12)7(4-6)9(13)14/h2-4,12H,1H3,(H,10,11)(H,13,14)
(3)InChIKey: GEFDRROBUCULOD-UHFFFAOYSA-N

Product Name

N-ACETYL-5-AMINOSALICYLIC ACID

Synthetic route

Benzoic acid,5-(acetylamino)-2-hydroxy- Specification

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