168626-74-2

Basic information

• Product Name: 4-[(Biphenyl-2-ylcarbonyl)amino]benzoic acid
• Synonyms: 4-(2-Phenylbenzamido)benzoic acid;4-[(2-Biphenylcarbonyl)amino]benzoic acid;4-[(Biphenyl-2-ylcarbonyl)amino]benzoic acid;4-([1,1'-Biphenyl]-2-ylcarboxamido)benzoic acid;4-[([1,1'-Biphenyl]-2-carbonyl)aMino]benzoic Acid;Benzoic acid, 4-[([1,1'-biphenyl]-2-ylcarbonyl)aMino]-;Conivaptan hydrochloride Impurity D;4-[([1,1'-biphenyl]-2-ylcarbonyl)amino]Benzoic acid
• CAS NO: 168626-74-2
• Molecular Formula: C₂₀H₁₅NO₃
• Molecular Weight: 317.338
• EINECS: 1312995-182-4
• Mol File: 168626-74-2.mol

Chemical Properties

• Melting Point: 246-248℃
• Boiling Point: 474.516 °C at 760 mmHg
• Flash Point: 240.779 °C
• Appearance: /
• Density: 1.29
• PKA: 4.26±0.10(Predicted)
• CAS DataBase Reference: 4-[(Biphenyl-2-ylcarbonyl)amino]benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(Biphenyl-2-ylcarbonyl)amino]benzoic acid(168626-74-2)
• EPA Substance Registry System: 4-[(Biphenyl-2-ylcarbonyl)amino]benzoic acid(168626-74-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 168626-74-2(Hazardous Substances Data)

Usage

Synthesis

Thionyl chloride (10.4 g, 87.4 mmol) was added to a mixture of biphenyl-2-carboxylic acid (15.0 g, 75.7 mmol) and DMF (0.28 g, 3.83 mmol) in toluene (72 mL) at an internal temperature of 40 oC. The mixture was stirred at this temperature for approximately 2 h. After completion of the reaction, the mixture was concentrated to dryness at 60 oC. The resultant residue was then diluted with toluene (36 mL) and concentrated to dryness at 60 oC, and the process was repeated again to give biphenyl-2- carbonyl chloride as an oil. Acetone (100 mL) was added to the oil, and 4-amino benzoic acid (10.4 g, 75.8 mmol) and N,N-dimethylaniline (10.1 g, 83.3 mmol) were added to the resultant solution at 25 oC. The mixture was stirred at this temperature for approximately 2 h. Water (100 mL) was then poured into the mixture, and it was stirred at 25 oC for more than 1 h. The resultant crystals were collected by fifiltration and dissolved in DMF (100 mL) at 25 oC. The solution was then fifiltered to remove insoluble materials, water (100 mL) was poured into the fifiltrate, and it was stirred at 25 oC for approximately 2 h. The resultant crystals were collected by fifiltration and dried at 40 oC to give the amide as white crystals (22.7 g, 95%). Reference: Tsunoda, T.; Yamazaki, A.; Mase, T.; Sakamoto, S. Org. Process Res. Dev. 2005, 9, 593–598.

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 26260-02-6 2-iodobenzaldehyde 
• 180340-04-9 methyl 4-([1,1′-biphenyl]-2-ylcarboxamido)benzoate 
• 947-84-2 2-Biphenylcarboxylic acid 
• 94-09-7 p-aminoethylbenzoate 
• 217495-89-1 ethyl 4-([1,1'-biphenyl]-2-carboxamido)benzoate 
• 619-45-4 4-methoxycarbonyl aniline 

Downstream Products

• 1384054-36-7 N¹-(1-(4-([1,1′-biphenyl]-2-ylcarboxamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-N4-(prop-2-yn-1-yl)-succinamide 
• 1384054-38-9 C₆₆H₆₃N₉O₁₂S 
• 1384054-49-2 N¹-(1-(4-([1,1′-biphenyl]-2-yl-carboxamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-N4-((1-(3-aminopropyl)-1H-1,2,3-triazol-4-yl)methyl)succinamide 
• 1384054-31-2 N¹-(1-(4-([1,1′-biphenyl]-2-ylcarboxamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-N4-((1-(2-(2-(2-(2-aminoethoxy)-ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methyl)succinamide 
• 1384054-50-5 N¹-(1-(4-([1,1′-biphenyl]-2-ylcarboxamido)benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl)-N4-((1-(20-amino-3,6,9,12,15,18-hexaoxaicosyl)-1H-1,2,3-triazol-4-yl)methyl)succinamide 
• 1384054-34-5 N-(4-(5-amino-2,3,4,5-tetrahydro-1H-benzo[b]azepine-1-carbonyl)phenyl)-[1,1′-biphenyl]-2-carboxamide 
• 168626-54-8 N-[4-(5-oxo-2,3,4,5-tetrahydro-1H-benzazepine-1-carbonyl)phenyl]biphenyl-2-carboxamide 
• 314746-03-7 6-[4-[[(2-biphenyl)carbonyl]amino]benzoyl]-3,4,5,6-tetrahydro-1H-azepino[4,3,2-cd]indole 
• 168626-94-6 conivaptan hydrochloride 
• 217495-91-5 4'-(4-benzyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-1-carbonyl)-2-phenylbenzanilide 

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