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

HRID 1017502

反応式

HRID 1017502 の反応式
[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

参加物

7

反応物 3

HCID 7954Cyanuric chlorideHCID 8920DihexylamineHCID 10340Sodium Carbonate

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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 cool 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.

後処理

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

出典と根拠

ORDレコード
ord-501e28e1e79d4fe4852c1b2dc4d03aba
出典データセット
uspto-grants-2002_11
特許番号
US06479492B1

関連ノート

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