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

HRID 723230노트

반응식

HRID 723230 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 218213104-Bromo-5-nitrothiophene-2-carbonitrile수율 85%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2178a8077733415c8557e51e097096aa
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07138530B2

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