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Urea → 1-(2-Amino-1,3-oxazol-5-yl)ethan-1-one

HRID 652721
ノート
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反応式

HRID 652721 の反応式
Br[C:2]([C:5](=[O:7])[CH3:6])=[CH:3]O.[NH2:8][C:9]([NH2:11])=[O:10]>CC(C)=O>[C:5]([C:2]1[O:10][C:9]([NH2:11])=[N:8][CH:3]=1)(=[O:7])[CH3:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 1176UreaHCID 573587893-Buten-2-one, 3-bromo-4-hydroxy-

生成物 1

HCID 130828451-(2-Amino-1,3-oxazol-5-yl)ethan-1-one収率 50%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 132.3 g (0.80 mole) of 2-bromo-1-hydroxy-3-oxo-1-butene, 120.1 g (2.0 mole) of urea, and 1.85 l of acetone was heated at reflux with overhead stirring for one hour. The mixture was concentrated and the oil residue was taken up into 600 ml of water, then made basic with concentrated ammonium hydroxide. After sitting at room temperature for 0.5 hour, a precipitate formed. This was collected, and dried in vacuo to give 61.1 g of crude product. The filtrate was again concentrated and the oil residue taken up in 50 ml of water and again made basic with concentrated ammonium hydroxide. After sitting overnight a second crop of crude product, amounting to 17.6 g was isolated. Both crops were combined and recrystallized from methanol to give 50.3 g (50%) of 5-acetyl-2-amino-oxazole, m.p. 214°-215° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux with overhead
  3. concentrationThe mixture was concentrated
  4. waitAfter sitting at room temperature for 0.5 hour
  5. customa precipitate formed
  6. customThis was collected
  7. customdried in vacuo
  8. customto give 61.1 g of crude product
  9. concentrationThe filtrate was again concentrated
  10. waitAfter sitting overnight
  11. customa second crop of crude product, amounting to 17.6 g was isolated
  12. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-1af87265fa1a4dbe83ca7e264b41214f
出典データセット
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04673677

反応ノート

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