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Formic Acid → 5-Bromo-7-fluoro-1H-benzo[D]imidazole

HRID 1880434
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HRID 1880434 반응식
[Br:1][C:2]1[CH:7]=[C:6]([NH2:8])[C:5]([NH2:9])=[C:4]([F:10])[CH:3]=1.[CH:11](O)=O.[OH-].[K+]>O>[Br:1][C:2]1[CH:3]=[C:4]([F:10])[C:5]2[N:9]=[CH:11][NH:8][C:6]=2[CH:7]=1
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참가 물질

5

반응물 3

HCID 284Formic AcidHCID 14797Potassium HydroxideHCID 27732795-Bromo-3-fluorobenzene-1,2-diamine

생성물 1

HCID 669205005-Bromo-7-fluoro-1H-benzo[D]imidazole수율 77.3%

시약·촉매·용매 1

HCID 962Water용매

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온도
100 °C

실험 절차

5-bromo-3-fluorobenzene-1,2-diamine (0.2 g, 0.975 mmol) was mixed with 1 ml water followed by formic acid (0.1 mL, 3 mmol). The dark brown mixture was stirred at 100° C. for 6 hours. The reaction was cooled to room temperature and treated with 3 mL 1 N KOH (cold) and the precipitated solids were collected by filtration and air dried overnight to yield 162 mg of 6-bromo-4-fluoro-1H-benzo[d]imidazole as a light pink solid. LC/MS @ 215 (M+H).

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. filtrationthe precipitated solids were collected by filtration and air
  3. customdried overnight

출처 및 근거

ORD 기록
ord-b726816e1b034b9785537e4e74b500db
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318762B2

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