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Methane → 6-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

HRID 1704466
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HRID 1704466 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:9][C:8](=[O:10])[N:7]([CH2:11][CH2:12][CH2:13]O)[C:6]=2[CH:15]=1.S(Cl)([Cl:18])=O.C>ClC(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:9][C:8](=[O:10])[N:7]([CH2:11][CH2:12][CH2:13][Cl:18])[C:6]=2[CH:15]=1
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참가 물질

5

반응물 3

HCID 297MethaneHCID 24386Thionyl ChlorideHCID 203856516-chloro-1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one

생성물 1

HCID 203855876-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one수율 77.5%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a stirred mixture of 22.6 parts of 6-chloro-1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one and 300 parts of trichloromethane are added dropwise 32 parts of sulfinyl chloride. Upon completion, stirring is continued for 3 hours at reflux. After stirring with activated charcoal, the reaction mixture is filtered hot over hyflo. The filtrate is evaporated and the residue is dissolved in methylbenzene. The solution is washed a few times with water, dried, filtered and evaporated. The oily residue is triturated in 2,2'-oxybispropane. The solid product is filtered off and dried, yielding 19 parts (77.5%) of 6-chloro-1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one; mp. 122° C.

후처리

  1. temperatureat reflux
  2. filtrationthe reaction mixture is filtered hot over hyflo
  3. customThe filtrate is evaporated
  4. dissolutionthe residue is dissolved in methylbenzene
  5. washThe solution is washed a few times with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. customThe oily residue is triturated in 2,2'-oxybispropane
  10. filtrationThe solid product is filtered off
  11. customdried

출처 및 근거

ORD 기록
ord-09166e12c079483cb5588d2d3602c9a7
출처 데이터셋
uspto-grants-1978_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04126687

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