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Kinetin → 6-Furfurylamino-9-(2-chloroethyl)purine

HRID 1506568
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HRID 1506568 반응식
[CH:1]1[CH:2]=[C:3]([CH2:6][NH:7][C:8]2[N:16]=[CH:15][N:14]=[C:10]3[N:11]=[CH:12][NH:13][C:9]=23)[O:4][CH:5]=1.Br[CH2:18][CH2:19][Cl:20].C([O-])([O-])=O.[K+].[K+]>CS(C)=O>[CH2:6]([NH:7][C:8]1[N:16]=[CH:15][N:14]=[C:10]2[C:9]=1[N:13]=[CH:12][N:11]2[CH2:18][CH2:19][Cl:20])[C:3]1[O:4][CH:5]=[CH:1][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3830KinetinHCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium Carbonate

생성물 1

HCID 140359086-Furfurylamino-9-(2-chloroethyl)purine수율 80%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

Kinetin (2 g, 9.3 mmol), 1-bromo-2-chloroethane (1.3 g, 9.1 mmol) and K2CO3 (2.5 g, 24 mmol) were mixed in 100 ml dimethylsulfoxide (DMSO) for 18 h. The reaction mixture was poured onto 200 ml drift ice and then extracted in ethyl acetate and dried over Na2SO4. The ethyl acetate layer was evaporated in vacuo. The pure product of white powder character was recrystallised from methanol. Yield: 80%. 1H NMR (DMSO-d6): 4.07 (2H, t, J=5.82), 4.52 (2H, t, J=5.82), 4.70 (2H, s (br)), 6.23 (1H, d, J=2.67), 6.35 (1H, m), 7.53 (1H, d, J=2.67), 8.22 (2H, m), 8.25 (1H, s)

후처리

  1. additionThe reaction mixture was poured onto 200 ml
  2. extractionextracted in ethyl acetate
  3. dry with materialdried over Na2SO4
  4. customThe ethyl acetate layer was evaporated in vacuo
  5. customThe pure product of white powder character was recrystallised from methanol

출처 및 근거

ORD 기록
ord-c18c315c182e4ba582e80e42200137a9
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09220269B2

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