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Thionyl Chloride → 1-{4-[4-(Chloromethyl)-5-methyl-1,3-oxazol-2-yl]benzyl}-1H-benzimidazole

HRID 1716832
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HRID 1716832 반응식
[N:1]1([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[O:18][C:19]([CH3:24])=[C:20]([CH2:22]O)[N:21]=3)=[CH:13][CH:12]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.S(Cl)([Cl:27])=O>C(Cl)Cl>[Cl:27][CH2:22][C:20]1[N:21]=[C:17]([C:14]2[CH:15]=[CH:16][C:11]([CH2:10][N:1]3[C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=[CH:2]3)=[CH:12][CH:13]=2)[O:18][C:19]=1[CH3:24]
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참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 57550209{2-{4-[(1H-Benzimidazol-1-yl)methyl]phenyl}-5-methyl-1,3-oxazole-4-yl}methanol

생성물 1

HCID 575502361-{4-[4-(Chloromethyl)-5-methyl-1,3-oxazol-2-yl]benzyl}-1H-benzimidazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of {2-{4-[(1H-benzimidazol-1-yl)methyl]phenyl}-5-methyl-1,3-oxazole-4-yl}methanol (0.045 g, 0.14 mmol) in CH2Cl2 was treated with a solution of thionyl chloride (0.10 mL, 1.4 mmol) in CH2Cl2 (2 mL), heated to reflux temperature, stirred for 30 min, cooled to room temperature and concentrated in vacuo. The resultant residue was partitioned between CH2Cl2 and water. The organic phase was separated, washed with water, brine, dried over Na2SO4, and evaporated to dryness under reduced pressure to give the title product, LCMS (ESI+) 337 (MH+).

후처리

  1. temperatureheated
  2. temperatureto reflux temperature
  3. concentrationconcentrated in vacuo
  4. customThe resultant residue was partitioned between CH2Cl2 and water
  5. customThe organic phase was separated
  6. washwashed with water, brine
  7. dry with materialdried over Na2SO4
  8. customevaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-0a38a5784f6542b89ab7bd6dfa2269cf
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07803825B2

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