Methanol → 4-(Methoxymethyl)-1,3-thiazol-2-amine

HRID 20496

반응식

HRID 20496 반응식
C[Si](C)(C)[N-][Si](C)(C)C.[Na+].Cl[CH2:12][C:13]1[N:14]=[C:15]([NH2:18])[S:16][CH:17]=1.[CH3:19][OH:20]>>[CH3:19][O:20][CH2:12][C:13]1[N:14]=[C:15]([NH2:18])[S:16][CH:17]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 732294-Chloromethylthiazol-2-ylamineHCID 2724254Sodium bis(trimethylsilyl)amide

생성물 1

HCID 230925274-(Methoxymethyl)-1,3-thiazol-2-amine수율 21%

실험 절차

Sodium hexamethyldisilazide (10M in THF, 0.67 mL, 0.67 mmol) was added to a solution of 4-(chloromethyl)-1,3-thiazol-2-amine (J. Indian Chem. Soc. 1960, 37, 241; 100 mg, 0.67 mmol) in methanol (5 mL) followed by stirring under argon at ambient temperature for 72 h. The solvent was then removed under reduced pressure and the residue was taken up in saturated aqueous sodium hydrogencarbonate (20 mL) and ethyl acetate (50 mL). The organic layer was separated then dried (MgSO4); filtered and evaporated. Purification by column chromatography, eluting with 80% to 100% ethyl acetate in hexanes, afforded the title compound as a colourless oil (20 mg, 21%).

후처리

  1. customThe solvent was then removed under reduced pressure
  2. customThe organic layer was separated
  3. dry with materialthen dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customPurification by column chromatography
  7. washeluting with 80% to 100% ethyl acetate in hexanes

출처 및 근거

ORD 기록
ord-7dd8a60206c64f17a3ef8992c5a54d1b
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745475B2

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