Azobisisobutyronitrile → 6-(Bromomethyl)-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amine

HRID 227606ノート

反応式

HRID 227606 の反応式
[CH3:1][C:2]1[S:11][C:5]2[N:6]=[CH:7][N:8]=[C:9]([NH2:10])[C:4]=2[C:3]=1[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C1C(=O)N([Br:28])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C1C=CC=CC=1>[Br:28][CH2:1][C:2]1[S:11][C:5]2[N:6]=[CH:7][N:8]=[C:9]([NH2:10])[C:4]=2[C:3]=1[C:12]1[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=1

参加物

5

反応物 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 116162046-Methyl-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amine

生成物 1

HCID 590995626-(Bromomethyl)-5-(4-nitrophenyl)thieno[2,3-d]pyrimidin-4-amine

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A suspension of Example 1D (500 mg, 1.75 mmol) in benzene (50 mL) was treated with NBS (340 mg, 1.91 mmol) and AIBN (50 mg), stirred at reflux for 3.5 hours, and concentrated. The concentrate was absorbed onto silica gel and purified by flash column chromatography with ethyl acetate to provide 330 mg of a 1.7:1 mixture of the desired product and recovered starting material.

後処理

  1. temperatureat reflux for 3.5 hours
  2. concentrationconcentrated
  3. customThe concentrate was absorbed onto silica gel
  4. custompurified by flash column chromatography with ethyl acetate
  5. customto provide

出典と根拠

ORDレコード
ord-c83ecd474b394e848d25bff6ff61dd27
出典データセット
uspto-grants-2009_07
特許番号
US07560552B2

反応ノート

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