反応 #1583898

ord-41ae12eac1af4ba9bdc9513c6876a278

反応方程式

COC(OC)N(C)C
1,1-Dimethoxy-N,N-dimethylmethanamine
NS(=O)(=O)c1ccccc1Br
2-bromobenzene-1-sulfonamide
CN(C)C=O
DMF
O=S(=O)([O-])O.[Na+]
sodium hydrogen sulfate
O
water
CN(C)/C=N/S(=O)(=O)c1ccccc1Br
2-bromo-N[1-dimethylaminometh-(E)-ylidene]benzenesulfonamide
収率 96.6%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONadded to the mixture
  2. 2
    ろ過The precipitate was filtered
  3. 3
    洗浄washed with water
  4. 4
    その他dried

実験手順

1,1-Dimethoxy-N,N-dimethylmethanamine (14.6 mL, 104 mmol) was added to 2-bromobenzene-1-sulfonamide (20.4 g, 86.4 mmol) in DMF (56 mL, 720 mmol). The mixture was stirred at room temperature for about 90 minutes. A solution of sodium hydrogen sulfate (1.7 g, 14 mmol) in water (170 mL, 9400 mmol) was cooled to 0° C. and then added to the mixture. The precipitate was filtered, washed with water, and dried to yield 2-bromo-N[1-dimethylaminometh-(E)-ylidene]benzenesulfonamide as a white solid (24.3 g).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09198899B2uspto-grants-2015_12