Stannous Chloride → 5-Bromo-2,3-diaminobenzotrifluoride

HRID 439490노트

반응식

HRID 439490 반응식
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][C:5]([Br:11])=[CH:4][C:3]=1[C:12]([F:15])([F:14])[F:13].Cl[Sn]Cl.C([O-])(O)=O.[Na+]>C(O)C>[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][C:5]([Br:11])=[CH:4][C:3]=1[C:12]([F:15])([F:13])[F:14]

참가 물질

5

반응물 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 108506724-Bromo-2-nitro-6-(trifluoromethyl)aniline

생성물 1

HCID 105151525-Bromo-2,3-diaminobenzotrifluoride수율 64.6%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
90 °C

실험 절차

To a stirred mixture of 2-amino-5-bromo-3-nitrobenzotrifluoride (261 mg, 0.949 mmol) in ethanol (4 mL) was added SnCl2 ·2H2O (1.076 g, 4.745 mmol) in one portion. The mixture was refluxed at 80° C. (oil bath 90° C.) for 1 h. The solution was cooled to room temperature and ice water (20 g) was added. It was adjusted to pH=7 with NaHCO3 and extracted by ethyl acetate (2×4 mL). The extract was dried over Mg2SO4 and evaporated to give 150 mg (64.6%) of 2,3-diamino-5-bromobenzotrifluoride as a brown solid. 1H NMR (CDCl3): δ3.503 (s, 2H); 3.898 (s, 2H); 6.987 (d, 1H, J=1.8 Hz); 7.123 (d, 1H, J=1.8 Hz).

후처리

  1. temperatureThe solution was cooled to room temperature
  2. extractionextracted by ethyl acetate (2×4 mL)
  3. dry with materialThe extract was dried over Mg2SO4
  4. customevaporated

출처 및 근거

ORD 기록
ord-6a5028df2d894647a22b7afa91595ab5
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05514680

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