Acetic Acid → 2-(2,4-Dimethylphenoxy)-N,N-dipropyl-1,3-benzothiazol-7-amine

HRID 2235505노트

반응식

HRID 2235505 반응식
[CH3:1][C:2]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[S:6][C:7]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1.[CH:20](=O)[CH2:21][CH3:22].C(O[BH-](O[C:34](=O)[CH3:35])OC(=O)C)(=O)C.[Na+].[CH3:38]C(O)=O>ClCCl>[CH3:1][C:2]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[S:6][C:7]2[C:13]([N:14]([CH2:38][CH2:34][CH3:35])[CH2:20][CH2:21][CH3:22])=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 527PropanalHCID 5049666Sodium triacetoxyborohydrideHCID 685813992-(2,4-Dimethylphenoxy)-1,3-benzothiazol-7-amine

생성물 1

HCID 588965172-(2,4-Dimethylphenoxy)-N,N-dipropyl-1,3-benzothiazol-7-amine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-(2,4-dimethylphenoxy)-1,3-benzothiazol-7-amine (54 mg, 0.200 mmol) in dichloromethane (DCM) (3 ml) was added propionaldehyde (0.058 ml, 0.799 mmol) followed after 30 min by sodium triacetoxyborohydride (169 mg, 0.799 mmol) and AcOH (0.023 ml). The mixture was stirred at room temperature for 15 h. The reaction was quenched with saturated NaHCO3 solution. The aqueous solution was extracted with dichloromethane. The extract was washed with brine, dried over magnesium sulfate and concentrated under vacuum. The residue was purified by chromatography eluting with 2% AcOEt in n-hexane to afford 57 mg of the title compound.

후처리

  1. customThe reaction was quenched with saturated NaHCO3 solution
  2. extractionThe aqueous solution was extracted with dichloromethane
  3. washThe extract was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under vacuum
  6. customThe residue was purified by chromatography
  7. washeluting with 2% AcOEt in n-hexane

출처 및 근거

ORD 기록
ord-d4d6b3e406354c2985ab0c5b6bf67c0b
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07714009B2

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