Cyanuric chloride → 4,6-Dichloro-N,N-dihexyl-1,3,5-triazin-2-amine

HRID 495037

반응식

HRID 495037 반응식
[CH2:1]([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[N:14]1[C:21]([Cl:22])=[N:20][C:18](Cl)=[N:17][C:15]=1[Cl:16].C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C.C(OCC)(=O)C.O>[Cl:16][C:15]1[N:14]=[C:21]([Cl:22])[N:20]=[C:18]([N:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[N:17]=1

참가 물질

7

반응물 3

HCID 7954Cyanuric chlorideHCID 8920DihexylamineHCID 10340Sodium Carbonate

생성물 1

HCID 105206134,6-Dichloro-N,N-dihexyl-1,3,5-triazin-2-amine

시약·촉매·용매 3

HCID 962Water용매HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

Dihexylamine (6.3 mL, 27 mmol) was added to a mixture of cyanuric chloride (5.0 g, 27 mmol) and sodium carbonate (2.9 g, 27 mmol) in acetonitrile (50 mL). The reaction mixture was heated to reflux for 16 h and then allowed to col to ambient temperature. The mixture was diluted with ethyl acetate and water. The phases were separated and the organic phase was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The crude material was purified by flash column chromatography through silica gel (elution with 3:1 hexanes:chloroform) to afford 2,4-dichloro-6-dihexylamino-1,3,5-triazine.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 16 h
  3. customto col to ambient temperature
  4. customThe phases were separated
  5. washthe organic phase was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe crude material was purified by flash column chromatography through silica gel (elution with 3:1 hexanes:chloroform)

출처 및 근거

ORD 기록
ord-115d232797444d9f890f7b0db0772b62
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538215B2

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