1,2-Dibromoethane → N-Allyl-N-(2-bromo-ethyl)-2-nitro-benzenesulfonamide

HRID 2190181ノート

反応式

HRID 2190181 の反応式
[CH2:1]([NH:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])(=[O:7])=[O:6])[CH:2]=[CH2:3].[Br:17][CH2:18][CH2:19]Br>CN(C=O)C>[CH2:1]([N:4]([CH2:19][CH2:18][Br:17])[S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])(=[O:7])=[O:6])[CH:2]=[CH2:3]

参加物

4

反応物 2

HCID 78391,2-DibromoethaneHCID 22739612-nitro-N-prop-2-enylbenzenesulfonamide

生成物 1

HCID 58052488N-Allyl-N-(2-bromo-ethyl)-2-nitro-benzenesulfonamide収率 48.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N-Allyl-2-nitro-benzenesulfonamide (570 mg, 2.35 mmol) is dissolved in DMF (5 mL) and then CsCO3 (920 mg, 2.82 mmol) and 1,2-dibromoethane (884 mg, 4.71 mmol) is added. The mixture is then microwaved for 30 min at 150° C., then filtered and the solid washed with EtOAc (30 mL). The organic is washed with Brine (20 mL) and then dried over Na2SO4 and then concentrated to dryness. HPLC (CH3CN/H2O/0.1% TFA) provides N-Allyl-N-(2-bromo-ethyl)-2-nitro-benzenesulfonamide (400 mg, 48%). MS-ES [M+H]+=351.1.

後処理

  1. customThe mixture is then microwaved for 30 min at 150° C.
  2. filtrationfiltered
  3. washthe solid washed with EtOAc (30 mL)
  4. washThe organic is washed with Brine (20 mL)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-7ca97fd2748247cd82fe1002006e0123
出典データセット
uspto-grants-2012_12
特許番号
US08324239B2

反応ノート

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