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

HRID 652721
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HRID 652721 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1af87265fa1a4dbe83ca7e264b41214f
출처 데이터셋
uspto-grants-1987_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04673677

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