Bromine → Methyl 5-formyl-1,2,3-thiadiazole-4-carboxylate

HRID 2097635ノート

反応式

HRID 2097635 の反応式
C[O:2][CH2:3][C:4]1[S:8][N:7]=[N:6][C:5]=1[C:9]([O:11][CH3:12])=[O:10].BrBr>C(Cl)(Cl)(Cl)Cl>[CH:3]([C:4]1[S:8][N:7]=[N:6][C:5]=1[C:9]([O:11][CH3:12])=[O:10])=[O:2]

参加物

4

反応物 2

HCID 24408BromineHCID 2825090HCID 2825090、化合物

生成物 1

HCID 14913987Methyl 5-formyl-1,2,3-thiadiazole-4-carboxylate収率 71.3%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

Methyl 5-(methoxymethyl)-1,2,3-thiadiazole-4-carboxylate (4.18 g, 0.022 mol) was dissolved in carbon tetrachloride (60 mL). To the solution was added bromine (4.18 g, 0.026 mol) and the solution was refluxed upon irradiation with long wavelength UV light (100 watts) for 3 h. The volatiles were evaporated in vacuo and the crude material purified by flash chromatography to give the desired product (2.70 g, 71%) as a viscous oil. 1H NMR (400 MHz, CDCl3): δ 10.67 (s, 1H), 4.15 (s, 3H). MF═C5H4N2O3S; LCMS calculated for C5H5N2O3S(M+H)+: m/z=173.0.

後処理

  1. temperaturethe solution was refluxed upon irradiation with long wavelength UV light (100 watts) for 3 h
  2. customThe volatiles were evaporated in vacuo
  3. customthe crude material purified by flash chromatography

出典と根拠

ORDレコード
ord-5bf43f2bb757463999b3fb029e7339fc
出典データセット
uspto-grants-2013_05
特許番号
US08450351B2

反応ノート

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