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

HRID 1845764노트

반응식

HRID 1845764 반응식
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]

참가 물질

4

반응물 2

HCID 24408BromineHCID 2825090HCID 2825090, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5d13f68d1b1f45a5a32898309e525e97
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08951536B2

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