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

HRID 20496

反応式

HRID 20496 の反応式
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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-7dd8a60206c64f17a3ef8992c5a54d1b
出典データセット
uspto-grants-2010_06
特許番号
US07745475B2

関連ノート

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