Dimethylamine → N-[4-[(Dimethylamino)methyl]-2-thiazolyl]acetamide

HRID 661062ノート

反応式

HRID 661062 の反応式
Cl[CH2:2][C:3]1[N:4]=[C:5]([NH:8][C:9](=[O:11])[CH3:10])[S:6][CH:7]=1.[CH3:12][NH:13][CH3:14]>C1COCC1>[CH3:12][N:13]([CH2:2][C:3]1[N:4]=[C:5]([NH:8][C:9](=[O:11])[CH3:10])[S:6][CH:7]=1)[CH3:14]

参加物

4

反応物 2

HCID 674DimethylamineHCID 819632-Acetamido-4-chloromethylthiazole

生成物 1

HCID 57634222N-[4-[(Dimethylamino)methyl]-2-thiazolyl]acetamide収率 80%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

N-(4-(Chloromethyl)thiazol-2-yl)acetamide (2.0 g, 10 mmol) in 20 mL THF was added in portions to dimethylamine (4.7 g, 105 mmol). After addition, the mixture was stirred for an additional 30 minutes. The solvent was removed under reduced pressure. 200 mL distilled water was then added to the resulting residue, and the mixture was extracted with EtOAc. The EtOAc solution was washed with brine solution and dried over sodium sulfate. After removing the solvent, an off-white solid was obtained as the crude product (1.3 g, yield=80%). LCMS (API-ES) m/z (%) 200.1 (100%, M++H). 1H NMR (400 MHz, CDCl3) δ ppm 2.24 (s, 3H) 2.26 (s, 6H) 3.43 (s, 2H) 6.73 (s, 1H).

後処理

  1. additionAfter addition
  2. customThe solvent was removed under reduced pressure
  3. distillation200 mL distilled water
  4. additionwas then added to the resulting residue
  5. extractionthe mixture was extracted with EtOAc
  6. washThe EtOAc solution was washed with brine solution
  7. dry with materialdried over sodium sulfate
  8. customAfter removing the solvent

出典と根拠

ORDレコード
ord-0f29591527ac4288b756e5080bee05f2
出典データセット
uspto-grants-2011_12
特許番号
US08084479B2

反応ノート

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