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51-59-2

Basic Information
CAS No.: 51-59-2
Name: N-ACETYL-5-AMINOSALICYLIC ACID
Article Data: 16
Molecular Structure:
Molecular Structure of 51-59-2 (N-ACETYL-5-AMINOSALICYLIC ACID)
Formula: C9H9NO4
Molecular Weight: 195.175
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;
EINECS: 200-107-4
Density: 1.462 g/cm3
Melting Point: 228-230 °C
Boiling Point: 480.2 °C at 760 mmHg
Flash Point: 244.2 °C
Appearance: Light-brown cyrstals
Risk Codes: 36
Safety: 26
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With acetic anhydride In water67%
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
ConditionsYield
With lithium carbonate; copper(II) sulfate In water at 60℃; Reagent/catalyst; Temperature;A 15%
B 48%
C 11%
D 13%
96-97-9

5-nitrosalicylic acid

A

89-57-6

5-Aminosalicylic Acid

B

51-59-2

N-Acetyl-5-aminosalicylic acid

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield

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

51-59-2

N-Acetyl-5-aminosalicylic acid

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
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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: 19.55×10-24 cm3; (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