Acetic Anhydride → 4-Bromo-5-nitrothiophene-2-carbonitrile

HRID 723230

反応式

HRID 723230 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:10]=[N:11]O)[S:5][C:6]=1[N+:7]([O-:9])=[O:8].C(OC(=O)C)(=O)C>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:10]#[N:11])[S:5][C:6]=1[N+:7]([O-:9])=[O:8]

参加物

4

反応物 2

HCID 7918Acetic AnhydrideHCID 738521524-Bromo-5-nitro-thiophene-2-carbaldehyde oxime

生成物 1

HCID 218213104-Bromo-5-nitrothiophene-2-carbonitrile収率 85%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 4-bromo-5-nitro-thiophene-2-carbaldehyde oxime (216 g, 0.86 mol, Example 286: step b) and acetic anhydride (1 L, 10.6 mol) was heated to reflux for 4 hrs. The reaction mixture was cooled to rt and the solvents were removed in vacuo. The crude reaction mixture was diluted in methylene chloride and washed with water. The organic layer was dried over magnesium sulfate and concentrated in vacuo resulting in a residue, which was stirred in diethyl ether/hexanes and filtered to afford the title compound as a yellow solid (170.2 g, 85%). 1H-NMR (DMSO-d6): δ 8.25 (s, 1H).

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 4 hrs
  3. customthe solvents were removed in vacuo
  4. customThe crude reaction mixture
  5. washwashed with water
  6. dry with materialThe organic layer was dried over magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customresulting in a residue, which
  9. filtrationfiltered

出典と根拠

ORDレコード
ord-2178a8077733415c8557e51e097096aa
出典データセット
uspto-grants-2006_11
特許番号
US07138530B2

関連ノート

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