Triethylamine → 3-fluoro-N-(3-iodo-4-methylphenyl)-5-(trifluoromethyl)benzamide

HRID 1894872노트

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HRID 1894872 반응식
[I:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[CH3:9])[NH2:5].C(N(CC)CC)C.[F:17][C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)[C:21](Cl)=[O:22]>C(Cl)Cl>[F:17][C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([C:27]([F:28])([F:29])[F:30])[CH:26]=1)[C:21]([NH:5][C:4]1[CH:6]=[CH:7][C:8]([CH3:9])=[C:2]([I:1])[CH:3]=1)=[O:22]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 1188893-Iodo-p-toluidineHCID 5193643-Fluoro-5-(trifluoromethyl)benzoyl chloride

생성물 1

HCID 690440933-fluoro-N-(3-iodo-4-methylphenyl)-5-(trifluoromethyl)benzamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

3-Iodo-4-methylaniline (2.42 g, 10.4 mmol) was dissolved in DCM (20.00 mL) and triethylamine (TEA) (1.70 mL, 12.2 mmol) was added and the resulting mixture was cooled to 0° C. To the mixture was added dropwise 3-fluoro-5-(trifluoromethyl)benzoyl chloride (1.60 mL, 10.5 mmol) and the resulting mixture was stirred at 0° C. for 45 minutes and at 25° C. for 16 hours. The reaction was extracted with ethyl acetate and the organic extracts were washed with water sat. Na2CO3, saturated NaCl, dried (MgSO4) and concentrated in vacuo. The reaction product was used in the next reaction without purification. 1H NMR (CDCl3): 8.98 (d, 1H), 7.78 (s, 1H), 7.72 (m, 2H), 7.55 (m, 2H), 7.23 (d, 1H), 2.42 (s, 3H). MS (EI) m/z=424 (M+H).

후처리

  1. extractionThe reaction was extracted with ethyl acetate
  2. washthe organic extracts were washed with water sat. Na2CO3, saturated NaCl
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe reaction product was used in the next reaction without purification

출처 및 근거

ORD 기록
ord-561b80bc246f492ba433c6fb9972c322
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513270B2

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