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

HRID 661062노트

반응식

HRID 661062 반응식
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]

참가 물질

4

반응물 2

HCID 674DimethylamineHCID 819632-Acetamido-4-chloromethylthiazole

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0f29591527ac4288b756e5080bee05f2
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084479B2

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