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4-Bromoaniline → N-(4-Bromophenyl)-1-methyl-1H-benzo[d]imidazol-2-amine

HRID 432245
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인쇄 미리보기

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HRID 432245 반응식
Cl[C:2]1[N:6]([CH3:7])[C:5]2[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=2[N:3]=1.[Br:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1>>[Br:12][C:13]1[CH:19]=[CH:18][C:16]([NH:17][C:2]2[N:6]([CH3:7])[C:5]3[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=3[N:3]=2)=[CH:15][CH:14]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 78074-BromoanilineHCID 6630802-chloro-1-methyl-1H-1,3-benzodiazole

생성물 1

HCID 924394N-(4-Bromophenyl)-1-methyl-1H-benzo[d]imidazol-2-amine수율 96.5%

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온도
170 °C

실험 절차

A mixture of 2-chloro-1-methyl-benzimidazole (0.639 g, 3.84 mmol) and 4-bromoaniline (0.710 g, 4.12 mmol) was heated at 170° C. for 21 h. The resulting brown solid was cooled to room temperature, washed with three 5-mL portions of heptane, and then triturated with toluene to afford N2-(4-bromophenyl)-1-methyl-1H-benzo[d]imidazol-2-amine (1.120 g, 90%) as a brown powder. RP-HPLC (25 to 100% CH3CN in 0.1 N aqueous ammonium acetate over 10 min at 1 mL/min using a Hypersil HS C18, 250×4.6 mm column) tr=10.85 min, 96%; m/z 302 (MH+).

후처리

  1. temperatureThe resulting brown solid was cooled to room temperature
  2. washwashed with three 5-mL portions of heptane
  3. customtriturated with toluene

출처 및 근거

ORD 기록
ord-4d50b3bed8a44cae9dab319f564321a0
출처 데이터셋
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06660744B1

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