4-Acetamidosalicylic acid supplier

Name
4-Acetamidosalicylic acid
EINECS 200-069-9
CAS No. 50-86-2
Article Data29
CAS DataBase
Density 1.462 g/cm³
Solubility
Melting Point 227-229 °C
Formula C₉H₉NO₄
Boiling Point 470.6 °C at 760 mmHg
Molecular Weight 195.175
Flash Point 238.4 °C
Transport Information
Appearance off-white solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms Salicylicacid, 4-acetamido- (6CI,7CI,8CI);2-Hydroxy-4-acetamidobenzoic acid;N-Acetyl-4-aminosalicylic acid;NSC 54182;P-Acetamidosalicylic acid;
PSA 86.63000
LogP 1.12180

Synthetic route

: 108-24-7
acetic anhydride

: 65-49-6
4-Aminosalicylic acid

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
In acetone for 24h; Cooling with ice;	95%
With sodium hydroxide In water at 60℃; for 4h; pH=6-7;	91%
In acetone for 6h;	91%

: 65-49-6
4-Aminosalicylic acid

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
With acetic anhydride In ethanol	92%
With acetic anhydride In ethanol	72.3 g (74.15%)

: 65-49-6
4-Aminosalicylic acid

: 75-36-5
acetyl chloride

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
In pyridine for 2h; Inert atmosphere; Reflux;	85%
With pyridine at 0℃; for 2h; Inert atmosphere; Reflux;	85%
With pyridine

: 108-24-7
acetic anhydride

: 65-49-6
4-Aminosalicylic acid

: 64-19-7
acetic acid

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
for 0.25h; Reflux;	85%

...Expand

: 108-24-7
acetic anhydride

: 133-10-8
sodium p-aminosalicylate

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
In water at 45℃; for 4h;	84.12%

: 133-10-8
sodium p-aminosalicylate

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
With hydrogenchloride; acetic anhydride In water	56%

: 556-08-1
p-(acetylamino)benzoic acid

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
With oxygen; potassium acetate; palladium diacetate; p-benzoquinone In N,N-dimethyl acetamide at 115℃; under 760.051 Torr; for 15h;	52%

: 43134-76-5
1-amino-3-acetylamino-6-carboxy-benzene

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
With sodium hydrogen sulfate; sodium nitrite

: 619-19-2
2-hydroxy-4-nitrobenzoic acid

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nickel-aluminium-alloy; aq. NaOH solution 2: pyridine View Scheme

: 65-49-6
4-Aminosalicylic acid

: 72-89-9
acetylcoenzyme A

: 50-86-2
4-acetamidosalicylic acid

Conditions

Conditions	Yield
With Mycobacterium tuberculosis H37Rv arylamine N-acetyltransferase In aq. buffer at 37℃; pH=7.5; Enzymatic reaction;

: 111-19-3
sebacoyl chloride

: 50-86-2
4-acetamidosalicylic acid

: 537048-78-5
1,10-bis-4-acetamidosalicyl-sebacate

Conditions

Conditions	Yield
Stage #1: sebacoyl chloride; 4-acetamidosalicylic acid With pyridine In N,N-dimethyl-formamide at 0 - 20℃; for 6.08333h; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide pH=2;	98%

: 74-96-4
ethyl bromide

: 50-86-2
4-acetamidosalicylic acid

: 2486-67-1
4-acetylamino-2-ethoxy-benzoic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h;	90.41%

: 50-86-2
4-acetamidosalicylic acid

: 584-08-7
potassium carbonate

: 77-78-1
dimethyl sulfate

: 4093-29-2
methyl 4-(acetylamino)-o-anisate

Conditions

Conditions	Yield
In acetone	89%

...Expand

: 111-25-1
1-bromo-hexane

: 50-86-2
4-acetamidosalicylic acid

: 1198104-04-9
4-acetamido-2-hexyloxy-benzoic acid hexyl ester

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate; potassium iodide In acetone for 50h; Reflux; Inert atmosphere;	82%

: C13H13BrO

: 50-86-2
4-acetamidosalicylic acid

: C22H22BrNO5

Conditions

Conditions	Yield
With morpholine In diethyl ether at 25℃; Green chemistry;	75%

: 50-86-2
4-acetamidosalicylic acid

: 82378-91-4
4-acetamido-2-hydroxy-5-nitrobenzoic acid

Conditions

Conditions	Yield
With sodium nitrate; trifluoroacetic acid at 0℃; for 3h;	70%
Stage #1: 4-acetamidosalicylic acid With nitric acid; trifluoroacetic acid at 20 - 50℃; for 3h; Stage #2: In acetone for 0.25h; Reflux;	28%
With nitric acid; acetic anhydride at -20 - -15℃; for 24h;	23%
With sulfuric acid; nitric acid
With trifluoroacetic acid; sodium nitrite at -5 - 0℃; for 2h;

: 50-86-2
4-acetamidosalicylic acid

methyl halide: methyl halide

: 55304-05-7
4-acetylamino-2-methoxy-benzoic acid

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;	63%

: 22445-41-6
3,5-dimethylphenyl iodide

: 50-86-2
4-acetamidosalicylic acid

: N-(5-hydroxy-3',5'-dimethyl-[1,1'-biphenyl]-3-yl)acetamide

Conditions

Conditions	Yield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride; potassium carbonate; silver carbonate In acetic acid at 150℃; for 16h;	41%
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; acetic acid; silver carbonate at 150℃; for 16h; regioselective reaction;	41%

: 11113-50-1
boric acid

: 50-86-2
4-acetamidosalicylic acid

: silver nitrate

: Ag(1+)*C18H14BN2O8(1-)

Conditions

Conditions	Yield
In water; acetone at 25 - 35℃; for 2h;	32%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 50-86-2
4-acetamidosalicylic acid

: 4093-28-1
methyl 4-acetamido-2-hydroxybenzoate

Conditions

Conditions	Yield
With diethyl ether

: 108-24-7
acetic anhydride

: 50-86-2
4-acetamidosalicylic acid

: 51-00-3
4-acetamido-2-acetoxybenzoic acid

Conditions

Conditions	Yield
With sulfuric acid

: 50-86-2
4-acetamidosalicylic acid

: 106-49-0
p-toluidine

: 81766-23-6
acetic acid-[3-hydroxy-4-(p-tolylimino-methyl)-anilide]

Conditions

Conditions	Yield
With sodium amalgam; boric acid; sodium carbonate weitere Reagenzien: NaCl, wss. Aethanol;

: 50-86-2
4-acetamidosalicylic acid

: 62-53-3
aniline

: 29085-70-9
acetic acid-[3-hydroxy-4-(phenylimino-methyl)-anilide]

Conditions

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

: 50-86-2
4-acetamidosalicylic acid

: 4-acetylamino-3,5-dichloro-2-hydroxy-benzoic acid

Conditions

Conditions	Yield
With tetrachloromethane; chlorine

: 541-41-3
chloroformic acid ethyl ester

: 50-86-2
4-acetamidosalicylic acid

: 57-14-7
1,1-dimethylhydrazine

: 14780-53-1
7-acetylamino-3-dimethylamino-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 541-41-3
chloroformic acid ethyl ester

: 50-86-2
4-acetamidosalicylic acid

: 74-89-5
methylamine

: 14780-52-0
7-acetylamino-3-methyl-benzo[e][1,3]oxazine-2,4-dione

Conditions

Conditions	Yield
With triethylamine

...Expand

: 50-86-2
4-acetamidosalicylic acid

: 77-78-1
dimethyl sulfate

: 4093-29-2
methyl 4-(acetylamino)-o-anisate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 26h; Heating;

: 50-86-2
4-acetamidosalicylic acid

: 75-36-5
acetyl chloride

: 51-00-3
4-acetamido-2-acetoxybenzoic acid

Conditions

Conditions	Yield
With pyridine at 0 - 25℃; for 0.5h; Acetylation;

: 50-86-2
4-acetamidosalicylic acid

: 693257-41-9
4-acetamidosalicyloyl chloride

Conditions

Conditions	Yield
With thionyl chloride at 20 - 50℃; for 5.5h;

: 50-86-2
4-acetamidosalicylic acid

: 4-amino-2-hydroxy-N-(3-hydroxy-phenyl)-benzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: thionyl chloride / 5.5 h / 20 - 50 °C 2: 5.88 g / pyridine / toluene 3: 16 percent / hydrochloric acid; acetic acid / 16 h / Heating View Scheme

: 50-86-2
4-acetamidosalicylic acid

: 4-acetylamino-N-(3-chloro-phenyl)-2-hydroxy-benzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / 5.5 h / 20 - 50 °C 2: 1.47 g / pyridine / toluene / 3.5 h / 20 °C View Scheme

4-Acetamidosalicylic acid Specification

This chemical is called 4-Acetamidosalicylic acid, and it can also be named as P-Acetamidosalicylic acid. With the CAS number of 50-86-2, its IUPAC name is 4-acetamido-2-hydroxybenzoic acid. Usually, its molecular formula is C₉H₉NO_4.This chemical is off-white solid, and its product categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides and Salts, Aromatics.

Other characteristics of the 4-Acetamidosalicylic acid are as followings: (1)ACD/LogP: 1.86; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.17; (4)ACD/LogD (pH 7.4): -1.29; (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: 238.4 °C; (20)Enthalpy of Vaporization: 77.25 kJ/mol; (21)Boiling Point: 470.6 °C at 760 mmHg; (22)Vapour Pressure: 1.16E-09 mmHg at 25°C; (23)Melting Point: 227-229°C; (24)Henry's Law Constant : 1.63E-14 atm-m³/mole at 25°C; (25)Atmospheric OH Rate Constant: 7.93E-11 cm³/molecule-sec at 25°C; (26)Log P(octanol-water); 1.62.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)c1ccc(cc1O)NC(=O)C
(2)InChI: InChI=1/C9H9NO4/c1-5(11)10-6-2-3-7(9(13)14)8(12)4-6/h2-4,12H,1H3,(H,10,11)(H,13,14)
(3)InChIKey: YBTVSGCNBZPRBD-UHFFFAOYAH
(4)Std. InChI: InChI=1S/C9H9NO4/c1-5(11)10-6-2-3-7(9(13)14)8(12)4-6/h2-4,12H,1H3,(H,10,11)(H,13,14)
(5)Std. InChIKey: YBTVSGCNBZPRBD-UHFFFAOYSA-N

Product Name

4-Acetamidosalicylic acid

Synthetic route

4-Acetamidosalicylic acid Specification

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