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

HRID 742340노트

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HRID 742340 반응식
[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

참가 물질

5

반응물 3

HCID 79271,3-Dibromobenzene2회HCID 11430Potassium CarbonateHCID 178526550HCID 178526550, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

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온도
140 °C

실험 절차

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.).

후처리

  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.)

출처 및 근거

ORD 기록
ord-c39482b417884cc5be24fe4606818bce
출처 데이터셋
uspto-grants-1996_09
특허 번호
US05554630

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