1,3-Dibromobenzene → 1-(3-Bromophenyl)-4-nitrobenzimidazole

HRID 742340ノート

反応式

HRID 742340 の反応式
[N+:1]([C:4]1[C:12]2[NH:11][CH:10]=[N:9][C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16](Br)[CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN1CCCC1=O>[Br:13][C:14]1[CH:15]=[C:16]([N:9]2[C:8]3[CH:7]=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[C:12]=3[N:11]=[CH:10]2)[CH:17]=[CH:18][CH:19]=1

参加物

5

反応物 3

HCID 79271,3-Dibromobenzene2 回HCID 11430Potassium CarbonateHCID 178526550HCID 178526550、化合物

生成物 1

HCID 194260051-(3-Bromophenyl)-4-nitrobenzimidazole

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
140 °C

実験手順

4-Nitrobenzimidazole (see Example 19. 0.75 g, 4.6 mmol), 1,3-dibromobenzene (1.11 ml, 9.2 mmol), potassium carbonate (0.64 g, 4.6 mmol) and a catalytic amount of Cu-bronze were mixed in dry 1-methyl-2-pyrrolidone (2 ml) and heated to 140° C. for 3 days. One equivalent of 1,3-dibromobenzene was added and heating was continued for 24 hours. The cooled reaction mixture was extracted with ethyl acetate. The extract was dried and concentrated and eluted through silica gel with ethyl acetate/methanol (9:1) to yield 7 g (33 mg, mp 180°-182° C.).

後処理

  1. temperatureheating
  2. customThe cooled reaction mixture
  3. extractionwas extracted with ethyl acetate
  4. customThe extract was dried
  5. concentrationconcentrated
  6. washeluted through silica gel with ethyl acetate/methanol (9:1)
  7. customto yield 7 g (33 mg, mp 180°-182° C.)

出典と根拠

ORDレコード
ord-c39482b417884cc5be24fe4606818bce
出典データセット
uspto-grants-1996_09
特許番号
US05554630

反応ノート

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