Hydrochloric Acid → HCID 57434727、化合物

HRID 736256ノート

反応式

HRID 736256 の反応式
[Br:1][C:2]1[C:6]([CH:7]=[O:8])=[C:5]([Br:9])[NH:4][N:3]=1.[CH:10]([O:12][CH2:13][CH3:14])=[CH2:11].Cl>C1(C)C=CC=CC=1>[Br:1][C:2]1[C:6]([CH:7]=[O:8])=[C:5]([Br:9])[N:4]([CH:10]([O:12][CH2:13][CH3:14])[CH3:11])[N:3]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 8023Ethyl vinyl ether2 回HCID 574347263,5-dibromo-1H-pyrazole-4-carbaldehyde

生成物 1

HCID 57434727HCID 57434727、化合物収率 92.7%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

反応条件

温度
20 °C

実験手順

1 g (3.94 mmol) of 3,5-dibromo-1H-pyrazole-4-carboxaldehyde, 1.5 mL (16 mmol) of ethyl vinyl ether and 3 drops of concentrated 12 N hydrochloric acid are introduced with stirring into 30 mL of toluene at a temperature in the region of 20° C. The reaction mixture is stirred for 15 hours at a temperature in the region of 20° C., followed by addition of 1.5 mL (16 mmol) of ethyl vinyl ether, and stirring is continued for 15 hours at a temperature in the region of 20° C. The reaction mixture is then diluted with 20 mL of toluene and washed with twice 30 mL of saturated sodium hydrogen carbonate solution. The organic phase is dried over magnesium sulfate and concentrated to dryness under reduced pressure (2.7 kPa) to give 1.19 g of 3,5-dibromo-1-(1-ethoxyethyl)-1H-pyrazole-4-carboxaldehyde in the form of a yellow oil. 1H NMR spectrum (300 MHz, (CD3)2SO-d6, δ in ppm): 1.10 (t, J=7.5 Hz: 3H); 1.64 (d, J=6.5 Hz: 3H); 3.31 (mt: 1H); 3.51 (mt: 1H); 5.88 (q, J=6.5 Hz: 1H); 9.73 (s: 1H).

後処理

  1. stirringstirring
  2. waitis continued for 15 hours at a temperature in the region of 20° C
  3. washwashed with twice 30 mL of saturated sodium hydrogen carbonate solution
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

出典と根拠

ORDレコード
ord-102b3802677d4aba80f5b85ef0199682
出典データセット
uspto-grants-2009_09
特許番号
US07595320B2

反応ノート

読み込み中…