Acetic Anhydride → 7-[N-acetyl-N-(4-Chlorophenyl)amino]-3-(4-methoxybenzyl)-1-methyl-1,3-dihydro-2H-benzimidazol-2-one

HRID 2235559노트

반응식

HRID 2235559 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[C:17]3[N:16]([CH3:18])[C:15](=[O:19])[N:14]([CH2:20][C:21]4[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=4)[C:13]=3[CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.[C:29](OC(=O)C)(=[O:31])[CH3:30]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([C:9]2[C:17]3[N:16]([CH3:18])[C:15](=[O:19])[N:14]([CH2:20][C:21]4[CH:22]=[CH:23][C:24]([O:27][CH3:28])=[CH:25][CH:26]=4)[C:13]=3[CH:12]=[CH:11][CH:10]=2)[C:29](=[O:31])[CH3:30])=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 685810534-[(4-chlorophenyl)amino]-1-(4-methoxybenzyl)-3-methyl-1,3-dihydro-2H-benzimidazol-2-one

생성물 1

HCID 685832027-[N-acetyl-N-(4-Chlorophenyl)amino]-3-(4-methoxybenzyl)-1-methyl-1,3-dihydro-2H-benzimidazol-2-one

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
120 °C

실험 절차

A mixture of 4-[(4-chlorophenyl)amino]-1-(4-methoxybenzyl)-3-methyl-1,3-dihydro-2H-benzimidazol-2-one (0.393 g, 1.0 mmol), pyridine (0.1 ml) and acetic anhydride (10 ml) was heated at 120° C. for 4 days. The mixture was evaporated in vacuo. The residue was diluted with ethyl acetate (50 ml), washed with saturated sodium bicarbonate, dried over magnesium sulfate and evaporated in vacuo. The residue was flash chromatographed eluting with 40-50% ethyl acetate/hexanes to give N-(4-chlorophenyl)-N-[1-(4-methoxybenzyl)-3-methyl-2-oxo-2,3-dihydro-1H-benzimidazol-4-yl]acetamide (0.388 g, quant.) as an oil.

후처리

  1. customThe mixture was evaporated in vacuo
  2. additionThe residue was diluted with ethyl acetate (50 ml)
  3. washwashed with saturated sodium bicarbonate
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customchromatographed
  7. washeluting with 40-50% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-38709787dc564bdfbbd06675dbae8d03
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714009B2

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