2-Methyl-4-(2-methylbenzoylamino)benzoic acid supplier

Name
2-methyl-4-(2-methyl-benzoylamino)-benzoic acid
EINECS
CAS No. 317374-08-6
Article Data5
CAS DataBase
Density 1.262 g/cm³
Solubility
Melting Point
Formula C₁₆H₁₅NO₃
Boiling Point 382.943 °C at 760 mmHg
Molecular Weight 269.3
Flash Point 185.398 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-(2-Methylbenzoylamino)-2-methylbenzoic acid;2-methyl-4-[(2-methylphenyl)carbonylamino]benzoic acid;
PSA 66.40000
LogP 3.32690

Synthetic route

: 2486-75-1
4-amino-2-methylbenzoic acid

: 933-88-0
ortho-toluoyl chloride

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
With pyridine In chloroform at 0 - 40℃; for 8h; Reagent/catalyst; Solvent; Temperature;	95.6%

: 201230-82-2
carbon monoxide

: 317374-07-5
2-bromo-5-(2-methylbenzoylamino)toluene

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
Stage #1: carbon monoxide; 2-bromo-5-(2-methylbenzoylamino)toluene With palladium diacetate; tributyl-amine; cesium acetate; triphenylphosphine In N,N-dimethyl-formamide at 120℃; for 3h; carbonylation; Hydrolysis; Stage #2: With sodium hydroxide In N,N-dimethyl-formamide; toluene at 20℃; for 0.5h;	81%

: 928151-34-2
2-methyl-4-(2-methylbenzoylamino)acetophenone

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
Stage #1: 2-methyl-4-(2-methylbenzoylamino)acetophenone With sodium hypochlorite; water In isopropyl alcohol at 5 - 60℃; for 1h; Stage #2: With hydrogenchloride In water at 20℃; Product distribution / selectivity;	77.2%

: 201230-82-2
carbon monoxide

: 160129-45-3
7-chloro-1,2,3,4-tetrahydro-5H-benzo[b]azepin-5-one

: 317374-07-5
2-bromo-5-(2-methylbenzoylamino)toluene

A: 137973-76-3
MOP-21826

B: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
With cesium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; palladium diacetate In N,N-dimethyl-formamide Heating;	A n/a B 75%

...Expand

: 79-37-8
oxalyl dichloride

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
Stage #1: 2-methyl-N-m-tolylbenzamide; aluminum (III) chloride In dichloromethane at 3℃; for 0.166667h; Stage #2: oxalyl dichloride In dichloromethane at 2 - 7℃; for 5h; Stage #3: With hydrogenchloride; sodium hydroxide; water Product distribution / selectivity; more than 3 stages;	65.8%

: 1-{2-[2-methyl-4-(2-methylbenzoyl-amino)phenyl]-2-oxoethyl}pyridinium chloride

: 928151-38-6
1-{2-[4-methyl-2-(2-methylbenzoylamino)phenyl]-2-oxoethyl}pyridinium chloride

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
Stage #1: 1-{2-[2-methyl-4-(2-methylbenzoyl-amino)phenyl]-2-oxoethyl}pyridinium chloride; 1-{2-[4-methyl-2-(2-methylbenzoylamino)phenyl]-2-oxoethyl}pyridinium chloride With sodium hydroxide; water In methanol at 60 - 76℃; for 4h; Stage #2: With hydrogenchloride In methanol; water at 60 - 76℃; pH=1; Product distribution / selectivity;	60.5%

: 928151-35-3
2-chloro-2'-methyl-4'-(2-methylbenzoylamino)-acetophenone

: 928151-36-4
2-chloro-4'-methyl-2'-(2-methylbenzoylamino)aceto-phenone

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
Stage #1: 2-chloro-2'-methyl-4'-(2-methylbenzoylamino)-acetophenone; 2-chloro-4'-methyl-2'-(2-methylbenzoylamino)aceto-phenone With sodium hypochlorite; water In isopropyl alcohol at 10 - 20℃; for 0.5 - 1h; Stage #2: With hydrogenchloride In water; isopropyl alcohol Product distribution / selectivity;	57%

: 150683-30-0
tolvaptan

A: 1316312-24-9
7-chloro-2,3-dihydro-1H-benzo[b]azepine

B: DM-4128

C: (4-amino-2-methylphenyl)(7-chloro-2,3-dihydro-1H-benzo[b]azepin-1-yl)methanone

D: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; water In acetonitrile at 80℃; for 24h;

...Expand

: 150683-30-0
tolvaptan

A: DM-4128

B: N-(4-(7-chloro-2,3-dihydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide

C: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In acetonitrile at 80℃; for 17h;

...Expand

: 67-56-1
methanol

: 150683-30-0
tolvaptan

A: 1316312-24-9
7-chloro-2,3-dihydro-1H-benzo[b]azepine

B: DM-4128

C: C11H14ClNO

D: methyl 2-methyl-4-((2-methylbenzoyl)amino)benzoate

E: (4-amino-2-methylphenyl)(7-chloro-2,3-dihydro-1H-benzo[b]azepin-1-yl)methanone

F: (4-amino-2-methylphenyl)(7-chloro-4-methoxy-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)methanone

G: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; water at 80℃; for 24h;

...Expand

: 67-56-1
methanol

: 150683-30-0
tolvaptan

A: DM-4128

B: C11H14ClNO

C: N-(4-(7-chloro-2,3-dihydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide

D: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide at 80℃; for 17h;

...Expand

: 61594-81-8
2-methyl-4-aminobenzaldehyde

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride; sodium formate; formic acid / 3 h / 100 °C 2: water; sodium hydroxide / ethylene glycol / 6 h / 100 °C 3: pyridine / chloroform / 8 h / 0 - 40 °C View Scheme

: 108-44-1
1-amino-3-methylbenzene

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: trichlorophosphate / 6 h / 0 - 60 °C 2: hydroxylamine hydrochloride; sodium formate; formic acid / 3 h / 100 °C 3: water; sodium hydroxide / ethylene glycol / 6 h / 100 °C 4: pyridine / chloroform / 8 h / 0 - 40 °C View Scheme

: 926035-26-9
(4R,5R)-4,5-bis(methoxymethoxy)-7-chloro-2,3,4,5-tetrahydro-1H-1-benzazepine

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 926035-30-5
(4R,5R)-4,5-bis(methoxymethoxy)-7-chloro-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃;	81%

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 331947-69-4
2-methyl-4-(2-methylbenzoylamino)benzoic acid chloride

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; thionyl chloride In dichloromethane for 0.5h; Heating;
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane for 3h; Reflux;
With thionyl chloride In N,N-dimethyl acetamide at 0 - 25℃; for 2h; Reagent/catalyst; Temperature;

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 926035-31-6
(4S,5S)-4,5-bis(methoxymethoxy)-7-chloro-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2; NMP / CH2Cl2 / 0.5 h / Heating 2: 85 percent / pyridine / CH2Cl2 / 20 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 926035-32-7
(4S,5R)-4,5-bis(methoxymethoxy)-7-chloro-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2; NMP / CH2Cl2 / 0.5 h / Heating 2: 86 percent / pyridine / CH2Cl2 / 20 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 926035-33-8
(4R,5S)-4,5-bis(methoxymethoxy)-7-chloro-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2; NMP / CH2Cl2 / 0.5 h / Heating 2: 83 percent / pyridine / CH2Cl2 / 20 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: DM-4111

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SOCl2; NMP / CH2Cl2 / 0.5 h / Heating 2: 85 percent / pyridine / CH2Cl2 / 20 °C 3: 82 percent / conc. HCl / methanol / 3.5 h / 60 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: (4S,5R)-7-chloro-4,5-dihydroxy-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SOCl2; NMP / CH2Cl2 / 0.5 h / Heating 2: 86 percent / pyridine / CH2Cl2 / 20 °C 3: 87 percent / conc. HCl / methanol / 60 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: (4R,5S)-7-chloro-4,5-dihydroxy-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SOCl2; NMP / CH2Cl2 / 0.5 h / Heating 2: 83 percent / pyridine / CH2Cl2 / 20 °C 3: 89 percent / conc. HCl / methanol / 60 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 1296212-19-5
N-(4-(7-chloro-5-hydroxy-2,2-dideutero-3,4,5-trihydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux 2.1: triethylamine / dichloromethane / 4 h / 0 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C 3.2: 0 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 1296212-26-4
N-(4-(5-(tert-butyldimethylsilyloxy)-7-chloro-2,2-dideutero-3,4,5-trihydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux 2: triethylamine / dichloromethane / 4 h / 0 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 1296212-27-5
N-(4-(7-chloro-5-oxo-2,2-dideutero-3,4-dihydro-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux 2.1: triethylamine / dichloromethane / 4 h / 0 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C 3.2: 0 °C 4.1: manganese(IV) oxide / dichloromethane / 8 h / Reflux View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 1296212-20-8
N-(4-(7-chloro-2,3-dihydro-5-hydroxy-2,2,4,4,5-pentadeutero-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux 2.1: triethylamine / dichloromethane / 4 h / 0 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C 3.2: 0 °C 4.1: manganese(IV) oxide / dichloromethane / 8 h / Reflux 5.1: d(4)-methanol; sodium hydroxide / 18 h / 20 °C / Inert atmosphere 6.1: d(4)-methanol; sodium borodeuteride / 2 h / 0 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux
2.1: triethylamine / dichloromethane / 4 h / 0 °C
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C
3.2: 0 °C
4.1: manganese(IV) oxide / dichloromethane / 8 h / Reflux
5.1: d(4)-methanol; sodium hydroxide / 18 h / 20 °C / Inert atmosphere
6.1: d(4)-methanol; sodium borodeuteride / 2 h / 0 °C
View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 1296212-28-6
N-(4-(7-chloro-2,3-dihydro-5-oxo-2,2,4,4-tetradeutero-1H-benzo[b]azepine-1-carbonyl)-3-methylphenyl)-2-methylbenzamide

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: thionyl chloride / N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux 2.1: triethylamine / dichloromethane / 4 h / 0 °C 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C 3.2: 0 °C 4.1: manganese(IV) oxide / dichloromethane / 8 h / Reflux 5.1: d(4)-methanol; sodium hydroxide / 18 h / 20 °C / Inert atmosphere View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: 150683-30-0
tolvaptan

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / N,N-dimethyl acetamide / 2 h / 0 - 25 °C 2: 2,6-dimethylpyridine / N,N-dimethyl acetamide; water / 2 h / 0 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: C34H32ClN3O4

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / toluene / 3 h / Reflux 1.2: 1 h 2.1: thionyl chloride / dichloromethane / 4 h / Reflux 3.1: pyridine / ethyl acetate / 20 °C 4.1: potassium borohydride; ethanol / 1 h / 25 - 35 °C View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: C24H21ClN2O3

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: thionyl chloride / toluene / 3 h / Reflux 1.2: 1 h 2.1: thionyl chloride / dichloromethane / 4 h / Reflux View Scheme

: 317374-08-6
2-methyl-4-(2-methylbenzoylamino)benzoic acid

: C34H30ClN3O4

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / toluene / 3 h / Reflux 1.2: 1 h 2.1: thionyl chloride / dichloromethane / 4 h / Reflux 3.1: pyridine / ethyl acetate / 20 °C View Scheme

2-Methyl-4-(2-methylbenzoylamino)benzoic acid Specification

The CAS register number of 2-Methyl-4-(2-methylbenzoylamino)benzoic acid is 317374-08-6. It also can be called as 4-(2-Methylbenzoylamino)-2-methylbenzoic acid and the systematic name about this chemical is 2-methyl-4-[(2-methylbenzoyl)amino]benzoic acid. The molecular formula about this chemical is C₁₆H₁₅NO₃and the molecular weight is 269.30.

Physical properties about 2-Methyl-4-(2-methylbenzoylamino)benzoic acid are: (1)ACD/LogP: 2.63; (2)ACD/LogD (pH 5.5): 0.919; (3)ACD/BCF (pH 5.5): 1.145; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 12.551; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 66.4Å²; (11)Index of Refraction: 1.646; (12)Molar Refractivity: 77.408 cm³; (13)Molar Volume: 213.384 cm³; (14)Polarizability: 30.687x10^-24cm³; (15)Surface Tension: 56.225 dyne/cm; (16)Flash Point: 185.398 °C; (17)Enthalpy of Vaporization: 66.603 kJ/mol; (18)Boiling Point: 382.943 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1ccccc1C(=O)Nc2ccc(c(c2)C)C(=O)O
(2)InChI: InChI=1/C16H15NO3/c1-10-5-3-4-6-13(10)15(18)17-12-7-8-14(16(19)20)11(2)9-12/h3-9H,1-2H3,(H,17,18)(H,19,20)
(3)InChIKey: KJGSVQLCVULXJU-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C16H15NO3/c1-10-5-3-4-6-13(10)15(18)17-12-7-8-14(16(19)20)11(2)9-12/h3-9H,1-2H3,(H,17,18)(H,19,20)
(5)Std. InChIKey: KJGSVQLCVULXJU-UHFFFAOYSA-N

Product Name

2-methyl-4-(2-methyl-benzoylamino)-benzoic acid

Synthetic route

2-Methyl-4-(2-methylbenzoylamino)benzoic acid Specification

Related Products

Hot Products