Thionyl Chloride → 6-[5-(3-Chloropropyl)imidazol-1-ylmethyl]biphenyl-3-carbonitrile

HRID 76898노트

반응식

HRID 76898 반응식
O=S(Cl)[Cl:3].O[CH2:6][CH2:7][CH2:8][C:9]1[N:13]([CH2:14][C:15]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:19][C:18]([C:27]#[N:28])=[CH:17][CH:16]=2)[CH:12]=[N:11][CH:10]=1>C(Cl)Cl>[Cl:3][CH2:6][CH2:7][CH2:8][C:9]1[N:13]([CH2:14][C:15]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:19][C:18]([C:27]#[N:28])=[CH:17][CH:16]=2)[CH:12]=[N:11][CH:10]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 588272366-[5-(3-Hydroxypropyl)imidazol-1-ylmethyl]biphenyl-3-carbonitrile

생성물 1

HCID 588270706-[5-(3-Chloropropyl)imidazol-1-ylmethyl]biphenyl-3-carbonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of SOCl2 (0.382 mL, 5.24 mmol) in CH2Cl2 (20 mL) at 0° C. is added 6-[5-(3-hydroxypropyl)imidazol-1-ylmethyl]biphenyl-3-carbonitrile in portion and the resulting white suspension is refluxed for 1.5 h. The mixture is cooled in ice and partitioned between CH2Cl2 and saturated aqueous NaHCO3. The organic layer is washed with brine, dried over anhydrous Na2SO4 and concentrated to give an oily foam.

후처리

  1. temperaturethe resulting white suspension is refluxed for 1.5 h
  2. temperatureThe mixture is cooled in ice
  3. custompartitioned between CH2Cl2 and saturated aqueous NaHCO3
  4. washThe organic layer is washed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated
  7. customto give an oily foam

출처 및 근거

ORD 기록
ord-bc6ac48b2f6147e59933a2373b2fcd50
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835646B2

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