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

HRID 256709
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인쇄 미리보기

반응식

HRID 256709 반응식
[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
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참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 6212
Chloroform
용매
2회

반응 조건

온도
5 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3cfee7b7e7a1454599bd237dd79c0e39
출처 데이터셋
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05258513

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