Ammonia → HCID 178509056、化合物

HRID 2269063ノート

反応式

HRID 2269063 の反応式
[NH2:1][C:2]1[N:10]=[C:9]([SH:11])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:19])[N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:27][CH2:28][S:29][CH2:30][CH2:31][OH:32].Cl.N>CN(C)C=O>[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:27][CH2:28][S:29][CH2:30][CH2:31][OH:32])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([OH:19])[N:6]2[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

7

反応物 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 127372-((2-Chloroethyl)thio)ethanolHCID 1785090596-Amino-9-benzyl-8-hydroxy-2-mercaptopurine

生成物 1

HCID 178509056HCID 178509056、化合物収率 9.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Crude 6-amino-9-benzyl-8-hydroxy-2-mercaptopurine (134 mg, 0.49 mmol) was suspended in dimethylformamide (50 ml). To the suspension were added potassium carbonate (100 mg, 0.73 mmol) and 2-(2-chloroethyl)thioethanol (170 mg, 1.2 mmol) in order. The mixture was stirred at room temperature for 24 hours. To the reaction mixture were added 2N hydrochloric acid and then 28% aqueous ammonia. The mixture was extracted with chloroform, the organic layer was dried on magnesium sulfate and then the solvent was removed in vacuo. The residue was purified by silica gel chromatography (5% methanol/chloroform) to give the subject compound (17 mg, yield 6%).

後処理

  1. extractionThe mixture was extracted with chloroform
  2. customthe organic layer was dried on magnesium sulfate
  3. customthe solvent was removed in vacuo
  4. customThe residue was purified by silica gel chromatography (5% methanol/chloroform)

出典と根拠

ORDレコード
ord-5425577b15ef41598535a337e6072e6f
出典データセット
uspto-grants-2001_12
特許番号
US06329381B1

反応ノート

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