Chloroacetaldehyde → N-(pyridin-2-yl)thiazol-2-amine

HRID 1355430노트

반응식

HRID 1355430 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([NH2:10])=[S:9].Cl[CH2:12][CH:13]=O.NC(N)=O>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[S:9][CH:12]=[CH:13][N:10]=1

참가 물질

5

반응물 3

HCID 33ChloroacetaldehydeHCID 1176UreaHCID 14904911-(2-Pyridyl)-2-thiourea

생성물 1

HCID 956683N-(pyridin-2-yl)thiazol-2-amine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a flask was added 2-pyridyl thiourea (5-1) (3.48 g, 22.7 mmol), 30 mL ethanol, and 50% by weight chloroacetaldehyde (14.4 mL, 113.5 mol). The flask was then heated to reflux. As the mixture was heated, the urea slowly dissolved in solution. After 3 hours, the ethanol was removed under reduced pressure. Saturated aqueous NaHCO3 was then added to the flask and a white precipitate formed after vigorous bubbling. The precipitate was filtered and washed with water. The white solid was then dried under vacuum overnight with P2O5 drying agent. 1H NMR (CDCl3): δ10.95 (bs, 1H), 8.37 (d, 1H, J=4.2 Hz), 7.61 (t, 1H, J=7.0 Hz), 7.49 (d, 1H, J=3.5 Hz), 6.94 (d, 1H, J=8.3 Hz), 6.88 (t, 1H, J=7.1 Hz), 6.85 (d, 1H, J=3.7 Hz).

후처리

  1. temperatureThe flask was then heated to reflux
  2. temperatureAs the mixture was heated
  3. customthe ethanol was removed under reduced pressure
  4. additionSaturated aqueous NaHCO3 was then added to the flask
  5. customa white precipitate formed after vigorous bubbling
  6. filtrationThe precipitate was filtered
  7. washwashed with water
  8. dry with materialThe white solid was then dried under vacuum overnight with P2O5 drying agent

출처 및 근거

ORD 기록
ord-97250dfcf326451baa856f284265bb86
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586423B2

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