Ammonia → HCID 178459007, 화합물

HRID 225495노트

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HRID 225495 반응식
[N+]([O-])(O)=O.[CH2:5]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:11]=1[NH2:19])[CH:6]=[CH2:7].[N:20]#[C:21][NH2:22].N>C(O)C.O>[CH2:5]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:11]=1[NH:19][C:21]([NH2:22])=[NH:20])[CH:6]=[CH2:7]

참가 물질

7

반응물 4

HCID 222AmmoniaHCID 944Nitric Acid2회HCID 9864Cyanamide2회HCID 684956872-[(2-Propenyloxy)-methyl]-5-nitrobenzenamine

생성물 1

HCID 178459007HCID 178459007, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

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온도
0 °C

실험 절차

Nitric acid (1.04 mL of 65%, 15 mmol) is added to a stirred solution of 2-[(2-propenyloxy)-methyl]-5-nitrobenzenamine (3.15 g, 15 mmol) in ethanol (30 mL) at 200C. A solution of cyanamide (0.95 g, 22.5 mmol) in water (1 mL) is then added dropwise to the stirred mixture at 95° C. over a period of 60 min. The mixture is heated at 95° C. for 14 h, with additional aliquots of cyanamide (total 2.2 g, 58 mmol) being added throughout this period and with the acidity being periodically adjusted to pH 3 by the addition of nitric acid (65%). The resulting mixture is cooled to 0° C., basified with aqueous ammonia (5 mL of 25%), diluted with water (150 mL) and extracted with ethyl acetate (3×100 mL). The combined extracts are washed with saturated aqueous ammonium chloride (50 mL), dried (MgSO4), filtered and the solvent is evaporated off under reduced pressure to give the title compound as a brown oil, which is used directly in the next step without further purification.

후처리

  1. additionbeing added throughout this period and with the acidity
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. washThe combined extracts are washed with saturated aqueous ammonium chloride (50 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe solvent is evaporated off under reduced pressure

출처 및 근거

ORD 기록
ord-e94eaa7fee594f4b821665c3efa7ee49
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557105B2

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