| Identification | Back Directory | [Name]
5-CHLOROMETHYL-2,4-DIHYDRO-[1,2,4]TRIAZOL-3-ONE | [CAS]
252742-72-6 | [Synonyms]
-5(4H)-one
Aprepitant Impurity 51
3-Chloromethyl-1,2,4-triazol-5-one
3-Chloromethyl-1,2,4-triazolin-5-one
5-Chloromethyl-1H-[1,2,4]triazol-3-ol
5-(Chloromethyl)-4h-1,2,4-triazol-3-ol
5-ChloroMethyl-2H-1,2,4-triazolin-3-one
3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one
(chloromethyl)-1,2-dihydro-1,2,4-triazol-3-one
5-CHLOROMETHYL-2,4-DIHYDRO-[1,2,4]TRIAZOL-3-ONE
5-Chloromethyl-2,4-Dithydro-[1,2,4]Triazol-3-One
5-(chloromethyl)-1,2-dihydro-1,2,4-triazol-3-one
5-(chloromethyl)-1,2-dihydro-3H-1,2,4-Triazol-3-one
3-(chloroMethyl)-4,5-dihydro-1H-1,2,4-triazol-5-one
5-(CHLOORMETHYL)-1,2-DIHYDRO-3H-1,2,4-TRIAZOOL-3-ON
5-(chloromethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one
Aprepitant int-2 3-chloromethyl-1,2,4-triazolin-5-one
3H-1,2,4-Triazol-3-one, 5-(chloromethyl)-1,2-dihydro-
3-Chloromethyl-1,2,4-triazolin-5-one,Aprepitant intermediate
Aprepitant intermediates，5-Chloromethyl-2,4-dihydro-〔1,2,4〕 triazol-3-one
3-Chloromethyl-1,2,4-triazolin-5-one
5-Chloromethyl-2,4-dihydro-[1,2,4]triazol-3-one | [EINECS(EC#)]
607-678-2 | [Molecular Formula]
C3H4ClN3O | [MDL Number]
MFCD07776630 | [MOL File]
252742-72-6.mol | [Molecular Weight]
133.54 |
| Chemical Properties | Back Directory | [Melting point ]
199°C(lit.) | [density ]
1.83±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
7.46±0.20(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C3H4ClN3O/c4-1-2-5-3(8)7-6-2/h1H2,(H2,5,6,7,8) | [InChIKey]
ZLRBJVJEQXBAAI-UHFFFAOYSA-N | [SMILES]
N1C(CCl)=NC(=O)N1 | [CAS DataBase Reference]
252742-72-6 |
| Hazard Information | Back Directory | [Chemical Properties]
White to Almost white powder to crystal | [Uses]
5-Chloromethyl-2H-1,2,4-triazolin-3-one(252742-72-6) is an intermediate used in the synthesis of Aprepitant (A729800) and
Fosaprepitant, used as antiemetic drugs.
| [Application]
3-Chloromethyl-1,2,4-triazolin-5-one(252742-72-6) is an intermediate in organic synthesis and pharmaceutical intermediate, which can be used in laboratory R&D synthesis process and chemical biological R&D process.
| [Hazard]
5-Chloromethyl-2H-1,2,4-triazolin-3-one is a hazardous chemical that is corrosive to metals, irritating to the eyes and skin, and may cause respiratory irritation. | [Synthesis]
4.0 g of aminourea hydrochloride, 9.67 mL of 2-chloro-1,1,1-trimethoxyethane and 40 mL of methanol were mixed in a reaction vial and the reaction was stirred at room temperature for 3 days. Subsequently, 3.5 mL of 2-chloro-1,1,1-trimethoxyethane was added to the reaction system to ensure complete reaction. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure to remove the solvent. The concentrated crude product was extracted by partitioning between ethyl acetate and 1N hydrochloric acid solution. The organic phase was separated and washed twice with 1N hydrochloric acid solution. All aqueous phase extracts were combined and then extracted five times with ethyl acetate. All organic phases were combined, dried over anhydrous sodium sulfate, filtered to remove the desiccant and the filtrate was concentrated under reduced pressure. The resulting solid was ground with ethyl acetate to give 5-chloromethyl-2,4-dihydro[1,2,4]triazol-3-one, and the product could be used in subsequent reactions without further purification. Yield: 2.97 g (62% yield). The product was characterized by 1H NMR (500 MHz, DMSO-d6): δ 4.49 (2H, s), 11.55 (1H, br.s), 11.70 (1H, br.s). | [References]
[1] Tetrahedron Letters, 2000, vol. 41, # 44, p. 8661 - 8664
[2] Patent: US2012/28939, 2012, A1. Location in patent: Page/Page column 27
[3] Patent: WO2011/92128, 2011, A1. Location in patent: Page/Page column 51-52
[4] Patent: WO2014/139328, 2014, A1. Location in patent: Page/Page column 614
[5] Patent: WO2006/133426, 2006, A2. Location in patent: Page/Page column 276 |
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