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

HRID 1833631
ノート
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反応式

HRID 1833631 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-85558100bb554a5ea0f43e405c97aeeb
出典データセット
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04066772

反応ノート

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