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Morpholine → 2-Chloro-4-cyclopropyl-6-morpholino-1,3,5-triazine

HRID 256709
ノート
印刷プレビュー

反応式

HRID 256709 の反応式
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[N:13]=[C:12](Cl)[N:11]=[C:10]([CH:15]2[CH2:17][CH2:16]2)[N:9]=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl.O>[Cl:7][C:8]1[N:9]=[C:10]([CH:15]2[CH2:17][CH2:16]2)[N:11]=[C:12]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[N:13]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 189652202,4-Dichloro-6-cyclopropyl-1,3,5-triazine

生成物 1

HCID 189652072-Chloro-4-cyclopropyl-6-morpholino-1,3,5-triazine収率 76.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6212Chloroform
溶媒
2 回

反応条件

温度
5 °C

実験手順

A solution of 2.61 g (0.03 mole) of morpholine in 20 ml of chloroform is added in the course of 30 minutes to a solution of 5.7 g (0.03 mole) of 2,4-dichloro-6-cyclopropyl-1,3,5-triazine in 50 ml of chloroform, cooled to between 3° and 5° C. The temperature of the mixture is allowed to return to about 10° C., then the mixture is cooled again to 5° C. and a solution of 4.14 g (0.03 mole) of potassium carbonate in 15 ml of water is added dropwise. The mixture is then stirred at room temperature for two hours. 30 ml of water are added and the organic phase is separated off. The solution is washed with water and dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by chromatography on silica (eluent: 96.5:3.5 (v/v) dichloromethane-ethylacetate) and then recrystallized from hexane. 5.5 g of 2-chloro-4-cyclopropyl-6-morpholino-1,3,5-triazine are thus obtained. Yield: 76.2%. M.P.: 99°-100° C.

後処理

  1. temperaturecooled to between 3° and 5° C
  2. customto return to about 10° C.
  3. customthe organic phase is separated off
  4. washThe solution is washed with water
  5. dry with materialdried over sodium sulfate
  6. customthe solvent is evaporated under reduced pressure
  7. customThe residue is purified by chromatography on silica (eluent: 96.5:3.5 (v/v) dichloromethane-ethylacetate)
  8. customrecrystallized from hexane

出典と根拠

ORDレコード
ord-3cfee7b7e7a1454599bd237dd79c0e39
出典データセット
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05258513

反応ノート

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