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ChemicalBook--->CAS DataBase List--->57031-66-0

57031-66-0

57031-66-0 Structure

57031-66-0 Structure
IdentificationBack Directory
[Name]

1H-1,2,4-Triazole-3-carboxylicacid,1-methyl-,methylester(9CI)
[CAS]

57031-66-0
[Synonyms]

methyl 1-methyl-1,2,4-triazole-3-carboxylate
Methyl 1-Methyl-1H-1,2,4-triazole-3-carboxylate
1-Methyl-1H-[1,2,4]triazole-3-carboxylic acid aMide
1-Methyl-1H-[1,2,4]triazole-3-carboxylicacidmethylester
1H-1,2,4-Triazole-3-carboxylic acid, 1-methyl-, methyl ester
1H-1,2,4-Triazole-3-carboxylicacid,1-methyl-,methylester(9CI)
[Molecular Formula]

C5H7N3O2
[MDL Number]

MFCD13191558
[MOL File]

57031-66-0.mol
[Molecular Weight]

141.13
Chemical PropertiesBack Directory
[Boiling point ]

263℃
[density ]

1.32
[Fp ]

113℃
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

0.69±0.10(Predicted)
[Appearance]

White to off-white Solid
[InChI]

InChI=1S/C5H7N3O2/c1-8-3-6-4(7-8)5(9)10-2/h3H,1-2H3
[InChIKey]

NKPPQSVPTZHGMA-UHFFFAOYSA-N
[SMILES]

N1(C)C=NC(C(OC)=O)=N1
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H302-H319-H335
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362
Spectrum DetailBack Directory
[Spectrum Detail]

1H-1,2,4-Triazole-3-carboxylicacid,1-methyl-,methylester(9CI)(57031-66-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methyl 1,2,4-triazole-3-carboxylate

4928-88-5

Iodomethane

74-88-4

1H-1,2,4-Triazole-3-carboxylicacid,1-methyl-,methylester(9CI)

57031-66-0

Step A: Preparation of methyl 1-methyl-1H-1,2,4-triazole-3-carboxylate: To a suspension of sodium hydride (60% oil dispersion, 0.346 g, 8.66 mmol) in N,N-dimethylformamide (DMF, 20 mL) under stirring at 0°C under nitrogen protection was slowly added dropwise methyl 1H-1,2,4-triazole-3-carboxylate (1.00 g, a 7.87 mmol) solution in DMF (20 mL). The reaction mixture was continued to be stirred at 0 °C for 1 hour. Subsequently, iodomethane (MeI, 0.982 mL, 15.7 mmol) was added dropwise. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the mixture was poured into cold water and extracted with ethyl acetate (EtOAc). The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=3:1) to afford the target product methyl 1-methyl-1H-1,2,4-triazole-3-carboxylate (0.380 g, 34% yield) as a white solid. Mass spectrum (APCI) m/z = 142.1 (M + H).

[References]

[1] Chemistry and Biodiversity, 2017, vol. 14, # 12,
[2] Patent: WO2014/78417, 2014, A1. Location in patent: Paragraph 00310
[3] Patent: WO2014/78322, 2014, A1. Location in patent: Paragraph 00430
[4] Patent: WO2014/78325, 2014, A1. Location in patent: Paragraph 00614
[5] Patent: WO2014/78408, 2014, A1. Location in patent: Paragraph 00545
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