Trimethyltin chloride → 5-(2,4-dibenzyloxyphenyl)-2H-tetrazole hydrate

HRID 322852

반응식

HRID 322852 반응식
[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[CH:13][C:10]=1[C:11]#[N:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Sn](Cl)(C)C.[N-:30]=[N+:31]=[N-:32].[Na+]>C1(C)C=CC=CC=1>[OH2:8].[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[CH:13][C:10]=1[C:11]1[N:30]=[N:31][NH:32][N:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 14016Trimethyltin chlorideHCID 33557Sodium AzideHCID 103136042,4-Dibenzyloxybenzonitrile

생성물 1

HCID 220101945-(2,4-dibenzyloxyphenyl)-2H-tetrazole hydrate수율 137.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A suspension of 2,4-dibenzyloxybenzonitrile (1.89 g) in dry toluene (200 mL) is treated with trimethyltin chloride (6 g) and sodium azide (2 g). The mixture is stirred at reflux for 3 days, evaporated and the residue partitioned between dichloromethane (250 mL) and water (165 mL). The organic phase is washed with brine (165 mL), dried over magnesium sulphate and evaporated. The resulting semi-solid is triturated with ether (30 mL) and the solid washed with pentane and crystallised from a mixture of ethyl acetate and pentane to give 5-(2,4-dibenzyloxyphenyl)-2H-tetrazole hydrate (1.55 g) as a white solid, m.p. 178-179° C. [Elemental analysis:- C,69.7; H,5.02; N,15.4%. Calculated for C21H18N4O2.0.2H2O:- C,68.68; H,5.12; N,15.48%].

후처리

  1. temperatureat reflux for 3 days
  2. customevaporated
  3. customthe residue partitioned between dichloromethane (250 mL) and water (165 mL)
  4. washThe organic phase is washed with brine (165 mL)
  5. dry with materialdried over magnesium sulphate
  6. customevaporated
  7. customThe resulting semi-solid is triturated with ether (30 mL)
  8. washthe solid washed with pentane
  9. customcrystallised from a mixture of ethyl acetate and pentane

출처 및 근거

ORD 기록
ord-d9370944c7b84c908d9d9ac5d14634f6
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211234B1

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