| Identification | More | [Name]
1-(4'-AMINOPHENYL)-1,2,4-TRIAZOLE | [CAS]
6523-49-5 | [Synonyms]
1-(4'-AMINOPHENYL)-1,2,4-TRIAZOLE
1-(4-AMINOPHENYL)-1,2,4-TRIAZOLE
4-[1,2,4]TRIAZOL-1-YLANILINE
4-[1,2,4]TRIAZOL-1-YL-PHENYLAMINE
4-(1H-1,2,4-TRIAZOL-1-YL)ANILINE
AKOS B021934
ART-CHEM-BB B021934
BENZENAMINE, 4-(1H-1,2,4-TRIAZOL-1-YL)-
BUTTPARK 95\50-84
1-(4-Aminophenyl)-1,2,4-triazole 95%
triazolylaniline | [Molecular Formula]
C8H8N4 | [MDL Number]
MFCD00171470 | [Molecular Weight]
160.18 | [MOL File]
6523-49-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
142 °C | [Boiling point ]
375.3±44.0 °C(Predicted) | [density ]
1.32±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
powder to crystal | [pka]
3.52±0.10(Predicted) | [color ]
White to Gray to Red | [InChI]
1S/C8H8N4/c9-7-1-3-8(4-2-7)12-6-10-5-11-12/h1-6H,9H2 | [InChIKey]
BLNPEJXSNSBBNM-UHFFFAOYSA-N | [SMILES]
Nc1ccc(cc1)-n2cncn2 | [CAS DataBase Reference]
6523-49-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
WGK 3 | [Hazard Note ]
Irritant | [HS Code ]
2933998090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Uses]
4-(1,2,4-Triazol-1-yl)aniline is used in the preparation of pyrimidine compounds that inhibit anaplastic lymphoma kinase and are useful in the treatment of cancers. | [Synthesis]
1-(4-Nitrophenyl)-1H-1,2,4-triazole (3.0 g, 15.78 mmol) was used as a raw material and co-dissolved with ammonium chloride (2.1 g, 39.62 mmol) in 50% ethanol-water mixed solvent (60 mL). Zinc powder (2.6 g, 40 mmol) was then added and the reaction mixture was heated to reflux for 30 min. After completion of the reaction, it was cooled to room temperature, filtered to remove insoluble material and the filter cake was washed with ethanol (10 mL). The filtrates were combined and concentrated under reduced pressure to remove the solvent, the residue was diluted with water (100 mL) and extracted with ethyl acetate (100 mL x 3). The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 4-(1H-1,2,4-triazol-1-yl)aniline (1.1 g, yield: 81%) as a yellow solid, and the product could be used in the subsequent reaction without further purification. m/z = 161 [M + H]+ by LC-MS (ESI) analysis. | [References]
[1] Chemical and Pharmaceutical Bulletin, 2000, vol. 48, # 12, p. 1935 - 1946
[2] Patent: US2015/336982, 2015, A1. Location in patent: Paragraph 0160; 0162
[3] Applied Spectroscopy, 1995, vol. 49, # 8, p. 1111 - 1119
[4] Patent: US2005/143384, 2005, A1. Location in patent: Page/Page column 23-24
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2012, vol. 51, # 5, p. 731 - 738 |
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