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

HRID 2090057

반응식

HRID 2090057 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 205790315-Bromo-1,3-dichloroisoquinoline

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-562b6eda41a041f6b3d0e9dc14d4aff1
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436015B2

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