Potassium Carbonate → 1-Methyl-5-[[7-(3-methyl-5-isoxazolyl)heptyl]thio]-1H-tetrazole

HRID 729101ノート

反応式

HRID 729101 の反応式
[CH3:1][C:2]1[CH:6]=[C:5]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]Br)[O:4][N:3]=1.[CH3:15][N:16]1[C:20]([SH:21])=[N:19][N:18]=[N:17]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:15][N:16]1[C:20]([S:21][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][C:5]2[O:4][N:3]=[C:2]([CH3:1])[CH:6]=2)=[N:19][N:18]=[N:17]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 133169675-(7-Bromoheptyl)-3-methylisoxazoleHCID 178482017HCID 178482017、化合物

生成物 1

HCID 540426221-Methyl-5-[[7-(3-methyl-5-isoxazolyl)heptyl]thio]-1H-tetrazole収率 101.6%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

7-(3-methylisoxazole-5-yl)heptylbromide (520 mg, 0.002 mol) was added to a mixture of 1-methyltetrazole thiol (232 mg, 0.002 mol) and potassium carbonate (276 mg, 0.002 mol) in anhydrous acetone (20 ml) while stirring.The mixture was heated under reflux for 3 hours. After cooling, the mixturewas filtered and the filtrate was concentrated under reduced pressure. The residual oil as dissolved in dichloromethane (50 ml), washed with water (50 ml×2), with 5% aqueous solution of potassium hydroxide (10 ml) and again with water (50 ml×2). The organic layer was dried over sodium sulfate. Removal of the solvent gave a yellow oil (600 mg) which was purified by elution from a silica gel column using methanol-dichloromethane (5:95) as an eluant to give 80% (472 mg) of a colorless oil.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. temperatureAfter cooling
  4. filtrationthe mixturewas filtered
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. dissolutionThe residual oil as dissolved in dichloromethane (50 ml)
  7. washwashed with water (50 ml×2), with 5% aqueous solution of potassium hydroxide (10 ml) and again with water (50 ml×2)
  8. dry with materialThe organic layer was dried over sodium sulfate
  9. customRemoval of the solvent

出典と根拠

ORDレコード
ord-eca0f73b5545408dbcabcb8f90060d8e
出典データセット
uspto-grants-1991_09
特許番号
US05051515

反応ノート

読み込み中…