Pyrrolidine → 2-(Pyrrolidin-1-yl)-1H-benzo[d]imidazole

HRID 1280476

反応式

HRID 1280476 の反応式
Cl[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1.[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1>C(O)C>[N:11]1([C:2]2[NH:6][C:5]3[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=3[N:3]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1

参加物

4

反応物 2

HCID 31268PyrrolidineHCID 785722-Chlorobenzimidazole

生成物 1

HCID 69918962-(Pyrrolidin-1-yl)-1H-benzo[d]imidazole収率 39.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
165 °C

実験手順

2-Chloro-1H-benzimidazole (10.0 g, 0.066 mol), pyrrolidine (18.5 g, 0.26 mol), and ethanol (100 mL) were combined. The resulting solution was heated at 160-170° C. for 6 hours and then the solvent was evaporated. The resulting residue was mixed with water. The mixture was made strongly acidic with hydrochloric acid and then made basic with ammonium hydroxide. The resulting solid was isolated by filtration, washed with water and then air dried to provide 11.8 g of crude product as a tan powder. This material was recrystallized from ethyl acetate/methanol to provide 4.9 g of 2-pyrrolidino-1H-benzimidazole. Analysis: Calculated for C11H13N3: %C, 70.56; %H, 7.00; %N, 22.44; Found: %C, 70.13; %H, 7.05; %N, 22.70.

後処理

  1. customthe solvent was evaporated
  2. additionThe resulting residue was mixed with water
  3. customThe resulting solid was isolated by filtration
  4. washwashed with water
  5. customair dried
  6. customto provide 11.8 g of crude product as a tan powder
  7. customThis material was recrystallized from ethyl acetate/methanol

出典と根拠

ORDレコード
ord-4fecc879cfb649d4b4fba7ee4d29e466
出典データセット
uspto-grants-2002_09
特許番号
US06451810B1

関連ノート

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