Phenyl isocyanate → HCID 10813316, 화합물

HRID 381461노트

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HRID 381461 반응식
[NH2:1][C:2]1[C:3]([O:17][C:18]2[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=2)[C:21]#[N:22])=[N:4][C:5]([O:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=2)[C:12]#[N:13])=[CH:6][CH:7]=1.[C:26]1([N:32]=[C:33]=[O:34])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(#N)C>[C:21]([C:20]1[CH:19]=[C:18]([CH:25]=[CH:24][CH:23]=1)[O:17][C:3]1[C:2]([NH:1][C:33]([NH:32][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:34])=[CH:7][CH:6]=[C:5]([O:8][C:9]2[CH:16]=[CH:15][CH:14]=[C:11]([C:12]#[N:13])[CH:10]=2)[N:4]=1)#[N:22]

참가 물질

4

반응물 2

HCID 7672Phenyl isocyanateHCID 10711354HCID 10711354, 화합물

생성물 1

HCID 10813316HCID 10813316, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To 3,3′-[3-amino-2,6-pyridinediylbis(oxy)]bis(benzonitrile) (3.0g, 8.7 mmol) dissolved in acetonitrile (100 mL) was added phenyl isocyanate (1.1 g, 9.5 mmol). After refluxing for 4 hours, the reaction was partitioned between ether and water. The organic layer was separated, washed with water, saturated aqueous sodium bicarbonate, and brine, dried (MgSO4), and the solvent was removed in vacuo. Chromatography on silica gel with ethyl acetate/hexane (1/4) as eluent gave material which was crystallized from ethyl acetate/hexane to give N-[2,6-bis(3-cyano-phenoxy) pyridin-3-yl]-N′-phenylurea; NMR (CDCl3) 8.65 (d,1), 7.4 (m,8), 7.1-7.3 (m,6), 6.8 (s,1), 6.7 (d,1) ppm.

후처리

  1. temperatureAfter refluxing for 4 hours
  2. customthe reaction was partitioned between ether and water
  3. customThe organic layer was separated
  4. washwashed with water, saturated aqueous sodium bicarbonate, and brine
  5. dry with materialdried (MgSO4)
  6. customthe solvent was removed in vacuo
  7. customChromatography on silica gel with ethyl acetate/hexane (1/4) as eluent gave material which
  8. customwas crystallized from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-5e3b15c56fe4402ead1c23b3e32e27cb
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06306884B1

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