Dichloromethane → 4-Bromo-5-nitrothiophene-2-carbaldehyde

HRID 723228ノート

反応式

HRID 723228 の反応式
[N+:1]([O-:4])([O-])=[O:2].[K+].[Br:6][C:7]1[CH:8]=[C:9]([CH:12]=[O:13])[S:10][CH:11]=1.C(Cl)Cl>OS(O)(=O)=O>[Br:6][C:7]1[CH:8]=[C:9]([CH:12]=[O:13])[S:10][C:11]=1[N+:1]([O-:4])=[O:2]

参加物

5

反応物 3

HCID 6344DichloromethaneHCID 24434Potassium NitrateHCID 877924-Bromothiophene-2-carbaldehyde

生成物 1

HCID 218862814-Bromo-5-nitrothiophene-2-carbaldehyde収率 98.6%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of potassium nitrate (110 g, 1.09 mol) in H2SO4 (550 mL, conc.) was added to a solution of 4-bromo-thiophene-2-carbaldehyde (207.6 g, 1.08 mol) in H2SO4 (1.1 L, conc.) at CH2Cl2 (5 mL, anhydrous) at 0° C. over a 45 minute period. The reaction mixture was stirred 0° C. for 2 hrs, then stirred overnight at rt. The reaction mixture was poured over ice, filtered, and washed with water and hexanes. The yellow solid was dried overnight to afford the title compound (251.4 g, 98.6%). 1H-NMR (DMSO-d6): δ 9.90 (s, 1H), 8.56 (s, 1H).

後処理

  1. stirringstirred overnight at rt
  2. additionThe reaction mixture was poured over ice
  3. filtrationfiltered
  4. washwashed with water and hexanes
  5. customThe yellow solid was dried overnight

出典と根拠

ORDレコード
ord-d103f6c77f19491694048527fd202014
出典データセット
uspto-grants-2006_11
特許番号
US07138530B2

反応ノート

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