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

HRID 1355490ノート

反応式

HRID 1355490 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a flask was added 2-pyridyl thiourea (5-1) (3.48 g, 22.7 mmol), 3 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): δ 10.95 (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).

後処理

  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

出典と根拠

ORDレコード
ord-4ace70b19ad34e819b949b436e2ab0a4
出典データセット
uspto-grants-2003_07
特許番号
US06586424B2

反応ノート

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