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 1704605ノート

反応式

HRID 1704605 の反応式
[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]

参加物

6

反応物 4

HCID 1140TolueneHCID 3151DomperidoneHCID 7918Acetic AnhydrideHCID 10340Sodium Carbonate

生成物 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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-29ba45ee51394d2d9a8245ab00204bca
出典データセット
uspto-grants-1978_11
特許番号
US04126688

反応ノート

読み込み中…