Toluene → 3-acetyl-5-chloro-1-{1-[3-(3-acetyl-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one

HRID 2420355노트

반응식

HRID 2420355 반응식
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]2[N:6]([CH:10]3[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][N:19]4[C:23]5[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=5[NH:21][C:20]4=[O:28])[CH2:12][CH2:11]3)[C:7](=[O:9])[NH:8][C:4]=2[CH:3]=1.[C:31](OC(=O)C)(=[O:33])[CH3:32].C[C:39]1[CH:44]=CC=CC=1.C(=O)([O-])[O-:46].[Na+].[Na+]>O>[C:31]([N:8]1[C:4]2[CH:3]=[C:2]([Cl:1])[CH:30]=[CH:29][C:5]=2[N:6]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][N:19]3[C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[N:21]([C:44](=[O:46])[CH3:39])[C:20]3=[O:28])[CH2:12][CH2:11]2)[C:7]1=[O:9])(=[O:33])[CH3:32]

참가 물질

6

반응물 4

HCID 1140TolueneHCID 3151DomperidoneHCID 7918Acetic AnhydrideHCID 10340Sodium Carbonate

생성물 1

HCID 203856083-acetyl-5-chloro-1-{1-[3-(3-acetyl-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 5 parts of 5-chloro-1-{1-[3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one, 10 parts of acetic acid anhydride and 90 parts of methylbenzene is stirred and refluxed overnight. The reaction mixture is cooled, water is added and the whole is alkalized with a diluted sodium carbonate solution. The layers are separated and the organic phase is dried, filtered and evaporated. The residue is crystallized from methylbenzene. The product is filtered off and recrystallized from methylbenzene, yielding 4.5 parts of 3-acetyl-5-chloro-1-{1-[3-(3-acetyl-2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-propyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 185.3° C.

후처리

  1. temperaturerefluxed overnight
  2. temperatureThe reaction mixture is cooled
  3. customThe layers are separated
  4. customthe organic phase is dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is crystallized from methylbenzene
  8. filtrationThe product is filtered off
  9. customrecrystallized from methylbenzene

출처 및 근거

ORD 기록
ord-14df77ae7f6e4fd4bf4bf36c7756aec5
출처 데이터셋
uspto-grants-1978_08
특허 번호
US04110333

반응 노트

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