Sulfuric Acid → 5-Bromo-1,3-dichloroisoquinoline

HRID 2090057ノート

反応式

HRID 2090057 の反応式
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([Cl:12])[N:3]=1.S(=O)(=O)(O)O.[Br:18]N1C(=O)CCC1=O>CC#N>[Br:18][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[CH:5]=[C:4]([Cl:12])[N:3]=[C:2]2[Cl:1]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 67184N-bromobutanimideHCID 2986251,3-Dichloroisoquinoline

生成物 1

HCID 205790315-Bromo-1,3-dichloroisoquinoline

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 1,3-dichloroisoquinoline (1.0 g, 5.1 mmol) in CH3CN (25 mL) was added concentrated sulfuric acid (1.0 mL, 18 mmol), followed by N-bromosuccinimide (1.1 g, 6.1 mmol). The mixture was stirred at room temperature for 60 hours. The precipitate was collected by filtration, washed with water, then dried in air to afford the title compound: 1H NMR (500 MHz, CDCl3): δ 8.35 (d, J=9.0 Hz, 1H), 8.09 (s, 1H), 8.08 (d, J=9.0 Hz, 1H), 7.57 (t, J=8.0 Hz, 1H). LC6: 3.74 min. (M+H): 278.

後処理

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customdried in air

出典と根拠

ORDレコード
ord-562b6eda41a041f6b3d0e9dc14d4aff1
出典データセット
uspto-grants-2013_05
特許番号
US08436015B2

反応ノート

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