4-(Butylamino)-benzoic acid,methyl ester supplier

Name
4-(Butylamino)-benzoic acid, methyl ester
EINECS
CAS No. 71839-12-8
Article Data14
CAS DataBase
Density 1.055 g/cm³
Solubility
Melting Point 104℃
Formula C₁₂H₁₇NO₂
Boiling Point 323.3 °C at 760 mmHg
Molecular Weight 207.272
Flash Point 149.3 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Methyl 4-(butylamino)benzoate;
PSA 38.33000
LogP 2.75820

Synthetic route

: 15676-66-1
tri-n-butylindium

: 4-methoxycarbonylbenzenediazonium o-benzenedisulfonimide

A: 4482-01-3
o-benzenedisulfonimide

B: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
In tetrahydrofuran at 20 - 25℃;	A n/a B 92%

...Expand

: 1126-46-1
Methyl 4-chlorobenzoate

: 109-73-9
N-butylamine

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
With di-tert-butyl{2′-isopropoxy-[1,1′-binaphthalen]-2-yl}phosphane; caesium carbonate; palladium diacetate In 1,2-dimethoxyethane at 110℃; for 16h;	91%
With 1,4-diaza-bicyclo[2.2.2]octane; nickel(II) bromide dimethoxyethane; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate In dimethyl sulfoxide at 80℃; for 1h; Flow reactor; Sealed tube; Schlenk technique; Inert atmosphere; Irradiation;	65%

: 619-44-3
methyl 4-iodobenzoate

: 109-73-9
N-butylamine

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
Stage #1: methyl 4-iodobenzoate With copper(l) iodide; L-proline In dimethyl sulfoxide at 20℃; for 0.0833333h; Ullmann-Goldberg Substitution; Inert atmosphere; Stage #2: N-butylamine In dimethyl sulfoxide at 20℃; for 17h; Ullmann-Goldberg Substitution; Inert atmosphere;	91%

: 356100-70-4
methyl 4-butyramidobenzoate

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
With borane-ammonia complex; boron trifluoride diethyl etherate; tris(pentafluorophenyl)borate In 1,2-dichloro-ethane at 60℃; for 16h;	84%

: 109-72-8, 29786-93-4
n-butyllithium

: 581798-27-8
C12H16N2O2S

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
In diethyl ether; hexane at -78 - 25℃; for 0.833333h;	67%

: 109-73-9
N-butylamine

: 619-45-4
4-methoxycarbonyl aniline

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
With palladium on activated charcoal In tetrahydrofuran at 170℃; for 1.5h; Microwave irradiation;	34%
Stage #1: N-butylamine; 4-methoxycarbonyl aniline In ethanol for 2h; Reflux; Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 2h;	30%

: 67-56-1
methanol

: 4-butylamino-benzoyl chloride ; hydrochloride

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
With diethyl ether

: 123-72-8
butyraldehyde

: 619-45-4
4-methoxycarbonyl aniline

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
With acetic acid; zinc; benzene

: 67-56-1
methanol

: 4740-24-3
4-(N-butylamino)benzoic acid

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
With sulfuric acid Heating;

: 4-methoxycarbonylbenzenediazonium o-benzenedisulfonimide

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NaOMe / methanol 1.2: 80 percent / methanol / 0.5 h / 20 - 25 °C 2.1: 67 percent / diethyl ether; hexane / 0.83 h / -78 - 25 °C View Scheme

: 619-45-4
4-methoxycarbonyl aniline

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 14 h / 0 - 20 °C 2: caesium carbonate / N,N-dimethyl-formamide / 2 h / 90 °C 3: potassium carbonate / methanol / 1 h / 70 °C View Scheme

: 304646-56-8
methyl 4-(2,2,2-trifluoroacetamido)benzoate

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 90 °C 2: potassium carbonate / methanol / 1 h / 70 °C View Scheme

: C14H16F3NO3

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

Conditions

Conditions	Yield
With potassium carbonate In methanol at 70℃; for 1h;	702.6 mg

: 356100-70-4
methyl 4-butyramidobenzoate

A: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

B: 619-45-4
4-methoxycarbonyl aniline

Conditions

Conditions	Yield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); formic acid; bis(trifluoromethanesulfonyl)amide; triethylamine; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In dibutyl ether at 130℃; for 24h; Overall yield = 83 percent; Overall yield = 43 mg;

: 90002-61-2
2-bromo-1-cycloheptene-1-carboxylic acid

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1616681-30-1
methyl 4-(2-bromo-N-butylcyclohept-1-ene-1-carboxamido)benzoate

Conditions

Conditions	Yield
Stage #1: 2-bromo-1-cycloheptene-1-carboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 0.166667h; Stage #2: N-(n-butyl)-4-methoxycarbonylaniline With dmap In dichloromethane at 60℃; for 2h;	97%

: 1506-75-8
2-bromo-1-cyclopentene-1-carboxylic acid

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1616681-26-5
methyl 4-(2-bromo-N-butylcyclopent-1-ene-1-carboxamido)benzoate

Conditions

Conditions	Yield
Stage #1: 2-bromo-1-cyclopentene-1-carboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 0.166667h; Stage #2: N-(n-butyl)-4-methoxycarbonylaniline With dmap In dichloromethane at 60℃; for 2h;	92%

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 100-46-9
benzylamine

: 1470025-87-6
C18H22N2O

Conditions

Conditions	Yield
With [m-(1,4-diazabicyclo[2.2.2]octanekN1:kN4)]hexamethyldialuminum In tetrahydrofuran at 130℃; for 0.133333h; Inert atmosphere; Microwave irradiation;	91%

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 2450-71-7
Propargylamine

: 1470025-88-7
C14H18N2O

Conditions

Conditions	Yield
With [m-(1,4-diazabicyclo[2.2.2]octanekN1:kN4)]hexamethyldialuminum In tetrahydrofuran at 130℃; for 0.133333h; Inert atmosphere; Microwave irradiation;	89%

: 68965-62-8
2-bromocyclohex-1-enecarboxylic acid

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1616681-28-7
methyl 4-(2-bromo-N-butylcyclohex-1-ene-1-carboxamido)benzoate

Conditions

Conditions	Yield
Stage #1: 2-bromocyclohex-1-enecarboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 0.166667h; Stage #2: N-(n-butyl)-4-methoxycarbonylaniline With dmap In dichloromethane at 60℃; for 2h;	84%

: 108-01-0
2-(N,N-dimethylamino)ethanol

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 136-47-0
tetracaine hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-(N,N-dimethylamino)ethanol; N-(n-butyl)-4-methoxycarbonylaniline With sodium methylate at 130℃; for 8h; Stage #2: With hydrogenchloride	83%

: 3320-87-4
isocyanic acid (3-nitro-phenyl) ester

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: methyl 4-[1-butyl-3-(3-nitrophenyl)ureido]benzoate

Conditions

Conditions	Yield
In dichloromethane at 20℃; Inert atmosphere;	80%

: 1259296-21-3
2-bromo-1-cyclooctene-1-carboxylic acid

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1616681-32-3
methyl 4-(2-bromo-N-butylcyclooct-1-ene-1-carboxamido)benzoate

Conditions

Conditions	Yield
Stage #1: 2-bromo-1-cyclooctene-1-carboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 0.166667h; Stage #2: N-(n-butyl)-4-methoxycarbonylaniline With dmap In dichloromethane at 60℃; for 2h;	56%

: 16695-14-0
Malonic acid monomethyl ester

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 155257-37-7
N-butyl-N-(4-methoxycarbonylphenyl)-α-carbomethoxyacetamide

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane 15 min, 0 deg C then r.t., 5 h;

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: C11H17N3O

Conditions

Conditions	Yield
With hydrazine hydrate for 0.5h; Heating;

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1-butyl-5-(methoxycarbonyl)-2(3H)-indolinone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: DMAP, DCC / CH2Cl2 / 15 min, 0 deg C then r.t., 5 h 2: MeSO2N3, DBU / acetonitrile / 0 deg C, 30 min then r.t. 3: 50 percent / 50 molpercent Nafion-H / toluene / 28 h / Heating View Scheme

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 148518-83-6
N-butyl-N-(4-methoxycarbonylphenyl)-α-carbomethoxy-α-diazoacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: DMAP, DCC / CH2Cl2 / 15 min, 0 deg C then r.t., 5 h 2: MeSO2N3, DBU / acetonitrile / 0 deg C, 30 min then r.t. View Scheme

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1-(4-carbomethoxyphenyl)-3-carbomethoxy-4-propyl-2-azetidinone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: DMAP, DCC / CH2Cl2 / 15 min, 0 deg C then r.t., 5 h 2: MeSO2N3, DBU / acetonitrile / 0 deg C, 30 min then r.t. 3: 10 percent / 50 molpercent Nafion-H / toluene / 28 h / Heating View Scheme

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1616681-34-5
methyl 5-butyl-4-oxo-2,3,4,5-tetrahydro-1H-cyclopenta[c]quinoline-8-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.17 h / 20 °C 1.2: 2 h / 60 °C 2.1: palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate / N,N-dimethyl acetamide / 4 h / 130 °C View Scheme

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1616681-36-7
methyl 5-butyl-6-oxo-5,6,7,8,9,10-hexahydrophenanthridine-2-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.17 h / 20 °C 1.2: 2 h / 60 °C 2.1: palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate / N,N-dimethyl acetamide / 4 h / 130 °C View Scheme

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1616681-38-9
methyl 5-butyl-6-oxo-6,7,8,9,10,11-hexahydro-5H-cyclohepta[c]quinoline-2-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.17 h / 20 °C 1.2: 2 h / 60 °C 2.1: palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate / N,N-dimethyl acetamide / 4 h / 130 °C View Scheme

: 71839-12-8
N-(n-butyl)-4-methoxycarbonylaniline

: 1616681-40-3
methyl 5-butyl-6-oxo-5,6,7,8,9,10,11,12-octahydrocycloocta[c]quinoline-2-carboxylate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.17 h / 20 °C 1.2: 2 h / 60 °C 2.1: palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate / N,N-dimethyl acetamide / 4 h / 130 °C View Scheme

4-(Butylamino)-benzoic acid,methyl ester Specification

The CAS registry number of Benzoic acid, 4-(butylamino)-, methyl ester is 71839-12-8. The systematic name is methyl 4-(butylamino)benzoate. In addition, the molecular formula is C₁₂H₁₇NO₂ and the molecular weight is 207.13. What's more, it should be stored in sealed container, and put in a cool and dry place.

Physical properties about Benzoic acid, 4-(butylamino)-, methyl ester are: (1)ACD/LogP: 3.76; (2)ACD/LogD (pH 5.5): 3.76; (3)ACD/LogD (pH 7.4): 3.76; (4)ACD/BCF (pH 5.5): 425.22; (5)ACD/BCF (pH 7.4): 425.76; (6)ACD/KOC (pH 5.5): 2648.57; (7)ACD/KOC (pH 7.4): 2651.89; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 6; (11)Polar Surface Area: 38.33 Å²; (12)Index of Refraction: 1.539; (13)Molar Refractivity: 61.53 cm³; (14)Molar Volume: 196.3 cm³; (15)Polarizability: 24.39 ×10^-24cm^3; (16)Surface Tension: 38.9 dyne/cm; (17)Density: 1.055 g/cm³; (18)Flash Point: 149.3 °C; (19)Enthalpy of Vaporization: 56.52 kJ/mol; (20)Boiling Point: 323.3 °C at 760 mmHg; (21)Vapour Pressure: 0.000264 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: CCCCNc1ccc(cc1)C(=O)OC
(2)Std. InChI: InChI=1S/C12H17NO2/c1-3-4-9-13-11-7-5-10(6-8-11)12(14)15-2/h5-8,13H,3-4,9H2,1-2H3
(3)Std. InChIKey: IHRPJNDVWBJCEH-UHFFFAOYSA-N

Product Name

4-(Butylamino)-benzoic acid, methyl ester

Synthetic route

4-(Butylamino)-benzoic acid,methyl ester Specification

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