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

HRID 1506568

反応式

HRID 1506568 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 140359086-Furfurylamino-9-(2-chloroethyl)purine収率 80%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-c18c315c182e4ba582e80e42200137a9
出典データセット
uspto-grants-2015_12
特許番号
US09220269B2

関連ノート

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