Water → HCID 16756984, 화합물

HRID 453097노트

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HRID 453097 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([CH2:13]O)[S:10][N:9]=2)=[CH:4][CH:3]=1.P(Br)(Br)[Br:16].O>C1(C)C=CC=CC=1>[Br:16][CH2:13][C:11]1[S:10][N:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:12]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 24614Phosphorus tribromideHCID 16756661HCID 16756661, 화합물

생성물 1

HCID 16756984HCID 16756984, 화합물수율 35%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
120 °C

실험 절차

To a solution of [3-(4-chlorophenyl)-[1,2,4]thiadiazol-5-yl]-methanol (0.18 g, 0.80 mmol) in toluene (10 ml) was added PBr3 (0.11 ml, 1.19 mmol) and the resulting reaction mixture was refluxed at 120° C. for 15 min. After the completion of the reaction (TLC monitoring), the reaction mixture was cooled to 0° C., added water (50 ml) and extracted with ethyl acetate (3×50 ml). The combined organics was washed with saturated NaHCO3 solution, dried over Na2SO4, filtered and concentrated under vacuum. The crude residue was purified over silica gel (100-200 M, 10% EtOAc-Hexane) to get the desired product (0.08 g, 35%).

후처리

  1. customthe resulting reaction mixture
  2. customAfter the completion of the reaction (TLC monitoring)
  3. temperaturethe reaction mixture was cooled to 0° C.
  4. extractionextracted with ethyl acetate (3×50 ml)
  5. washThe combined organics was washed with saturated NaHCO3 solution
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under vacuum
  9. customThe crude residue was purified over silica gel (100-200 M, 10% EtOAc-Hexane)

출처 및 근거

ORD 기록
ord-a7706fc92ae64d3388a9f5fc74eb7999
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492414B2

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