Triethylamine → 1-(2,6-Diisopropyl-phenyl)-3-(5-tridecyl-[1,3,4]oxadiazol-2-yl)-urea

HRID 2081663노트

반응식

HRID 2081663 반응식
C(N(CC)CC)C.[NH2:8][C:9]1[O:10][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[N:12][N:13]=1.[CH:27]([C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([CH:36]([CH3:38])[CH3:37])[C:31]=1[N:39]=[C:40]=[O:41])([CH3:29])[CH3:28]>C(#N)C>[CH3:29][CH:27]([C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([CH:36]([CH3:37])[CH3:38])[C:31]=1[NH:39][C:40]([NH:8][C:9]1[O:10][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[N:12][N:13]=1)=[O:41])[CH3:28]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 922592,6-Diisopropylphenyl isocyanateHCID 105879212-Amino-5-tridecyl-1,3,4-oxadiazole

생성물 1

HCID 106480641-(2,6-Diisopropyl-phenyl)-3-(5-tridecyl-[1,3,4]oxadiazol-2-yl)-urea

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Triethylamine (1.67 g, 0.017 mol) was added to a solution of the compound prepared in Step 2 above (4.0 g, 0.015 mol) in acetonitrile (200 mL) and the mixture refluxed for 30 minutes or until solution becomes homogeneous. 2,6-Diisopropylphenyl isocyanate (3.71 g, 0.018 mol) was then added and reflux continued for 18 hours. The mixture was allowed to cool, concentrated, diluted with water (20 mL), filtered, and the solid columned on silica gel, eluting with 20% ethyl acetate in hexanes (loaded in chloroform) to give 0.54 g of a solid; m.p 114°-116.5° C.

후처리

  1. temperaturethe mixture refluxed for 30 minutes or until solution
  2. temperaturereflux
  3. temperatureto cool
  4. concentrationconcentrated
  5. additiondiluted with water (20 mL)
  6. filtrationfiltered
  7. washthe solid columned on silica gel, eluting with 20% ethyl acetate in hexanes (loaded in chloroform)

출처 및 근거

ORD 기록
ord-1888fc7206f54f62a49636f9af4733d4
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05185358

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