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

HRID 729101노트

반응식

HRID 729101 반응식
[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

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 133169675-(7-Bromoheptyl)-3-methylisoxazoleHCID 178482017HCID 178482017, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eca0f73b5545408dbcabcb8f90060d8e
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05051515

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