3-Bromoaniline → N-(3-bromophenyl)-7H-purin-6-amine

HRID 50850

反応式

HRID 50850 の反応式
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2.[Br:11][C:12]1[CH:13]=[C:14]([CH:16]=[CH:17][CH:18]=1)[NH2:15]>Cl.C(O)(C)C>[Br:11][C:12]1[CH:13]=[C:14]([NH:15][C:2]2[N:10]=[CH:9][N:8]=[C:7]3[C:3]=2[NH:4][CH:5]=[N:6]3)[CH:16]=[CH:17][CH:18]=1

参加物

5

反応物 2

HCID 115623-BromoanilineHCID 53592776-Chloropurine

生成物 1

HCID 9814520N-(3-bromophenyl)-7H-purin-6-amine収率 102.8%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 3776Isopropanol溶媒

反応条件

温度
80 °C

実験手順

A mixture of 6-chloropurine (1.0 g, 6.47 mmol), 3-bromoaniline (0.78 mL, 7.12 mmol), and conc HCl (4 drops) in isopropanol (10 mL) is stirred at 80° C. for 5 h. Upon cooling, it precipitates. The solid is filtered and washed with isopropanol and air dried to yield N6-(3-bromophenyl)adenine (1.93 g, 91%) as a light yellow solid. 1H NMR (DMSO) δ 11.38 (1H, s), 8.78 (1H, s), 8.75 (1H, 5), 7.90 (1H, d, J=8.0 Hz), 7.38-7.34 (2H, m)

後処理

  1. temperatureUpon cooling
  2. customit precipitates
  3. filtrationThe solid is filtered
  4. washwashed with isopropanol and air
  5. customdried

出典と根拠

ORDレコード
ord-f14e44766aec46709a5bd4588ba7d08b
出典データセット
uspto-grants-2004_03
特許番号
US06713484B2

関連ノート

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