Sulfuric Acid → 3-Chloro-2-cyanopyrazine 1-oxide

HRID 1003395

反応式

HRID 1003395 の反応式
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[N:6][CH:5]=[CH:4][N:3]=1.[OH:10]S(O)(=O)=O>>[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[N+:6]([O-:10])[CH:5]=[CH:4][N:3]=1

参加物

3

反応物 2

HCID 1118Sulfuric AcidHCID 2924653-Chloropyrazine-2-carbonitrile

生成物 1

HCID 107969923-Chloro-2-cyanopyrazine 1-oxide収率 36%

反応条件

温度
0 °C

実験手順

2-Chloro-3-cyano-pyrazine (5.00 g, 35.94 mmol) was dissolved in 35 ml concentrated H2SO4 under nitrogen and cooled to 0° C. To this was added 11.65 g (43.95 mmol) K2S2O8 portionwise. The flask was fitted with a CaCl2 drying tube, the reaction mixture allowed to warm to rt and stir for 24 h. After partitioning between CHCl3 and ice water, the separated aqueous phase was extracted with CHCl3. The combined organics were washed with water, saturated NaHCO3, brine and dried over MgSO4. Concentration gave 2.01 g (36%) of the title compound as an off-white solid. 1H NMR (300 MHz, CDCl3) δ 8.12 (d, 1H), 8.38 (d, 1H). MS (DCI/NH3) m/e 173 (M+NH4)+.

後処理

  1. customThe flask was fitted with a CaCl2 drying tube
  2. temperatureto warm to rt
  3. customAfter partitioning between CHCl3 and ice water
  4. extractionthe separated aqueous phase was extracted with CHCl3
  5. washThe combined organics were washed with water, saturated NaHCO3, brine
  6. dry with materialdried over MgSO4
  7. concentrationConcentration

出典と根拠

ORDレコード
ord-a2e757f1d316492ebd44e0bcd1cc546b
出典データセット
uspto-grants-2000_04
特許番号
US06046207

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