| Identification | Back Directory | [Name]
3-PHENYL-1H-PYRAZOLE-5-CARBOXYLIC ACID | [CAS]
5071-61-4 | [Synonyms]
AKOS BBS-00002542
CBI-BB ZERO/006131
IFLAB-BB F0348-3292
CHEMBRDG-BB 4401595
TIMTEC-BB SBB006941
SALOR-INT L250023-1EA
5-PHENYL-PYRAZOLE-3-CARBOXYLIC ACID
5-PHENYL-4H-PYRAZOLE-3-CARBOXYLIC ACID
3-PHENYL-1H-PYRAZOLE-5-CARBOXYLIC ACID
5-phenyl-1H-Pyrazole-3-Carbocylic acid
5-PHENYL-2 H-PYRAZOLE-3-CARBOXYLIC ACID
1H-Pyrazole-3-carboxylic acid, 5-phenyl-
3-Phenylpyrazole-5-carboxylicAcidHydra...
5-Phenyl-1H-pyrazole-3-carboxylic acid 97%
3-Phenylpyrazole-5-carboxylic Acid Hydrate
3-Phenylpyrazole-5-carboxylicAcidHydrate>
5-phenyl-1H-pyrazole-3-carboxylic acid(SALTDATA: FREE)
3-Carboxy-5-phenyl-1H-pyrazole, (3-Carboxy-1H-pyrazol-5-yl)benzene | [Molecular Formula]
C10H8N2O2 | [MDL Number]
MFCD01248821 | [MOL File]
5071-61-4.mol | [Molecular Weight]
188.18 |
| Chemical Properties | Back Directory | [Melting point ]
238-242 °C (dec.)(lit.)
| [Boiling point ]
496.5±33.0 °C(Predicted) | [density ]
1.355±0.06 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
3.92±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C10H8N2O2/c13-10(14)9-6-8(11-12-9)7-4-2-1-3-5-7/h1-6H,(H,11,12)(H,13,14) | [InChIKey]
QBPUOAJBMXXBNU-UHFFFAOYSA-N | [SMILES]
N1C(C2=CC=CC=C2)=CC(C(O)=O)=N1 |
| Hazard Information | Back Directory | [Definition]
ChEBI: 3-phenyl-1H-pyrazole-5-carboxylic acid is a ring assembly and a member of pyrazoles. | [Synthesis]
General procedure for the synthesis of 5-phenyl-1H-pyrazole-3-carboxylic acid from ethyl 5-phenylpyrazole-3-carboxylate: to a solution of ethyl 5-phenylpyrazole-3-carboxylate (3.4 g, 15.9 mmol) in methanol (40 mL) was added an aqueous sodium hydroxide solution (140 mL, 4 M). The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure to remove methanol. The aqueous phase was acidified to pH=3 with aqueous hydrochloric acid (1M) and extracted with ethyl acetate. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give the crude product. The crude product was purified by silica gel column chromatography, and the target compound 5-phenyl-1H-pyrazole-3-carboxylic acid (2.4 g, 80.4% yield) was obtained after elution. Mass spectrum (ESI) m/z: 189.1 [M+H]+. | [References]
[1] Journal of Medicinal Chemistry, 2003, vol. 46, # 18, p. 3945 - 3951
[2] Patent: US2018/271846, 2018, A1. Location in patent: Paragraph 0101; 0116; 0117
[3] New Journal of Chemistry, 2011, vol. 35, # 4, p. 865 - 875
[4] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 21, p. 6209 - 6219 |
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