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Sodium Hydroxide → 3-Isopropyl-5-bromo-6-(trifluoromethyl)uracil

HRID 1576489
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HRID 1576489 반응식
[CH:1]([N:4]1[C:9](=[O:10])[CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[NH:6][C:5]1=[O:15])([CH3:3])[CH3:2].[OH-].[Na+].[Br:18]Br.S(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[CH:1]([N:4]1[C:9](=[O:10])[C:8]([Br:18])=[C:7]([C:11]([F:12])([F:14])[F:13])[NH:6][C:5]1=[O:15])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 24408Bromine2회HCID 112068123-isopropyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 23665763Sodium Bisulfite

생성물 1

HCID 215107803-Isopropyl-5-bromo-6-(trifluoromethyl)uracil

시약·촉매·용매 1

HCID 6212Chloroform
용매
2회

실험 절차

3-isopropyl-6-(trifluoromethyl)uracil as prepared in Example 1 (7.4 g., 0.033 mole) was dissolved in a mixture of 0.5N NaOH (0.04 mole) and chloroform (15 ml.). A solution of bromine (5.89 g., .036 mole) in 25 ml. chloroform was added in portions with stirring. After the addition was complete, the reaction mixture was stirred for one-half hour before discharging the bromine color with sodium bisulfite. The layers were separated, and the aqueous layer extracted with fresh chloroform. The combined chloroform extracts were washed with water and then evaporated to dryness leaving 10.1 g. (100%) of white solid residue. One recrystallization from benzene gave a product with a melting point of 146°-150°C. The analytical sample melted at 149°-150°C.

후처리

  1. additionAfter the addition
  2. stirringthe reaction mixture was stirred for one-half hour
  3. customThe layers were separated
  4. extractionthe aqueous layer extracted with fresh chloroform
  5. washThe combined chloroform extracts were washed with water
  6. customevaporated to dryness
  7. customleaving 10.1 g
  8. customOne recrystallization from benzene
  9. customgave a product with a melting point of 146°-150°C

출처 및 근거

ORD 기록
ord-449115f057b54ebf9d89593aa049214b
출처 데이터셋
uspto-grants-1976_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03981715

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