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Ethopabate
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Name

Ethopabate

 EINECS 200-414-3
CAS No. 59-06-3 Density 1.18 g/cm3
PSA 64.63000 LogP 1.90330
Solubility N/A Melting Point 148-151 °C
Formula C12H15NO4 Boiling Point 426.1 °C at 760 mmHg
Molecular Weight 237.255 Flash Point 211.5 °C
Transport Information N/A Appearance Colorless to yellow liquid
Safety Risk Codes 22
Molecular Structure Molecular Structure of 59-06-3 (Ethopabate) Hazard Symbols HarmfulXn
Synonyms

Benzoicacid, 4-(acetylamino)-2-ethoxy-, methyl ester;

Article Data 7

Ethopabate Synthetic route

4093-28-1

methyl 4-acetamido-2-hydroxybenzoate

75-03-6

ethyl iodide

59-06-3

methyl 4-acetamido-2-ethoxybenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 30℃; for 24h;98.4%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 6h;97%
64-67-5

diethyl sulfate

4093-28-1

methyl 4-acetamido-2-hydroxybenzoate

59-06-3

methyl 4-acetamido-2-ethoxybenzoate

Conditions
ConditionsYield
With triethylamine In acetone at 40 - 65℃; for 12h;97%
74-96-4

ethyl bromide

4093-28-1

methyl 4-acetamido-2-hydroxybenzoate

59-06-3

methyl 4-acetamido-2-ethoxybenzoate

Conditions
ConditionsYield
With potassium carbonate In acetone for 14h; Heating;80%
With sodium hydroxide In N,N-dimethyl-formamide
65-49-6

4-Aminosalicylic acid

59-06-3

methyl 4-acetamido-2-ethoxybenzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 2 h / 20 °C
2: acetic acid / 1 h
3: sodium hydroxide / N,N-dimethyl-formamide
View Scheme
Multi-step reaction with 3 steps
1: toluene-4-sulfonic acid / 3 h / 60 - 65 °C
2: acetylase / 2 h / 35 - 40 °C / pH 6.5 - 7.5 / Enzymatic reaction
3: triethylamine / acetone / 12 h / 40 - 65 °C
View Scheme
4136-97-4

methyl 4-aminosalicylate

59-06-3

methyl 4-acetamido-2-ethoxybenzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid / 1 h
2: sodium hydroxide / N,N-dimethyl-formamide
View Scheme
59-06-3

methyl 4-acetamido-2-ethoxybenzoate

59-07-4

2-ethoxy-4-aminobenzoic acid

Conditions
ConditionsYield
With sodium hydroxide; water for 16h; Heating / reflux;100%
Stage #1: methyl 4-acetamido-2-ethoxybenzoate With sodium hydroxide; water for 16h; Heating / reflux;
Stage #2: With hydrogenchloride In water at 0℃;		100%
With potassium hydroxide
With potassium hydroxide
59-06-3

methyl 4-acetamido-2-ethoxybenzoate

617245-68-8

4-amino-2-ethoxybenzoic acid lithium salt

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water at 70℃; for 18h;100%
59-06-3

methyl 4-acetamido-2-ethoxybenzoate

4235-43-2

4-Acetylamino-5-chloro-2-ethoxy-benzoic acid methyl ester

Conditions
ConditionsYield
With N-chloro-succinimide In N,N-dimethyl-formamide at 70℃; for 2h;97%
With N-chloro-succinimide In N,N-dimethyl-formamide at 70℃; for 3h; Yield given;
With N-chloro-succinimide In N,N-dimethyl-formamide
59-06-3

methyl 4-acetamido-2-ethoxybenzoate

C12H12(2)H3NO4

Conditions
ConditionsYield
With [(1,5-cyclooctadiene)Ir(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)(PPh3)]PF6; deuterium In dichloromethane at 20℃; for 2h; Sealed tube;95%
59-06-3

methyl 4-acetamido-2-ethoxybenzoate

C12H13(2)H2NO4

Conditions
ConditionsYield
With [(1,5-cyclooctadiene)Ir(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)(PPh3)]PF6; deuterium In dichloromethane at 0℃; for 2h; Sealed tube;95%

Ethopabate Chemical Properties

Empirical Formula: C12H15NO4
Molecular Weight: 237.2518 
EINECS: 200-414-3 
Index of Refraction: 1.545
Density: 1.18 g/cm3
Flash Point: 211.5 °C
Melting point: 148-151 °C(lit.)
Storage tempreture: 0-6 °C
Enthalpy of Vaporization: 68.08 kJ/mol
Boiling Point: 426.1 °C at 760 mmHg
Vapour Pressure: 1.82E-07 mmHg at 25 °C
Appearance: White to pale buff powder
Structure of Ethopabate (CAS NO.59-06-3):
                     
IUPAC Name: Methyl 4-acetamido-2-ethoxybenzoate
Canonical SMILES: CCOC1=C(C=CC(=C1)NC(=O)C)C(=O)OC
InChI: InChI=1S/C12H15NO4/c1-4-17-11-7-9(13-8(2)14)5-6-10(11)12(15)16-3/h5-7H,4H2,1-3H3,(H,13,14)
InChIKey: GOVWOKSKFSBNGD-UHFFFAOYSA-N
Product Category of Ethopabate (CAS NO.59-06-3): Aromatic Esters

Ethopabate Uses

 Ethopabate (CAS NO.59-06-3) is a coccidiostat used in poultry.

Ethopabate Specification

 Ethopabate , its cas register number is 59-06-3. It also can be called Ethopabat ; 4-Acetamido-2-ethoxybenzoesaeuremethylester ; and Methyl 4-acetamido-2-ethoxybenzoate .

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