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Isopropanol → 5-chloro-1,3-dihydro-3-(2-oxopropyl)-1-(4-piperidinyl)-2H-benzimidazol-2-one hydrochloride

HRID 1729796
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HRID 1729796 반응식
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]2[N:6]([CH:13]3[CH2:18][CH2:17][N:16](C(OCC)=O)[CH2:15][CH2:14]3)[C:7](=[O:12])[N:8]([CH2:9][C:10]#[CH:11])[C:4]=2[CH:3]=1.[OH-].[K+].CC([OH:31])C>O>[ClH:1].[Cl:1][C:2]1[CH:25]=[CH:24][C:5]2[N:6]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)[C:7](=[O:12])[N:8]([CH2:9][C:10](=[O:31])[CH3:11])[C:4]=2[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3776IsopropanolHCID 14797Potassium HydroxideHCID 21500259ethyl 4-[5-chloro-1,3-dihydro-2-oxo-3-(2-propynyl)-2H-benzimidazol-1-yl]-1-piperidinecarboxylate

생성물 1

HCID 215002935-chloro-1,3-dihydro-3-(2-oxopropyl)-1-(4-piperidinyl)-2H-benzimidazol-2-one hydrochloride

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 14 parts of ethyl 4-[5-chloro-1,3-dihydro-2-oxo-3-(2-propynyl)-2H-benzimidazol-1-yl]-1-piperidinecarboxylate, 20 parts of potassium hydroxide, 128 parts of 2-propanol and 2.5 parts of water is stirred and refluxed overnight. After cooling, the solvent is evaporated and water is added to the residue. The product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The oily residue is converted into the hydrochloride salt in 2,2'-oxybispropane and 2-propanol. The salt is filtered off and crystallized from ethanol, yielding 5-chloro-1,3-dihydro-3-(2-oxopropyl)-1-(4-piperidinyl)-2H-benzimidazol-2-one hydrochloride.

후처리

  1. temperaturerefluxed overnight
  2. temperatureAfter cooling
  3. customthe solvent is evaporated
  4. additionwater is added to the residue
  5. extractionThe product is extracted with methylbenzene
  6. customThe extract is dried
  7. filtrationfiltered
  8. customevaporated
  9. filtrationThe salt is filtered off
  10. customcrystallized from ethanol

출처 및 근거

ORD 기록
ord-43978ea7f44047f7a15504de23563666
출처 데이터셋
uspto-grants-1976_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03989707

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