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

HRID 1576489
ノート
印刷プレビュー

反応式

HRID 1576489 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 14798Sodium HydroxideHCID 24408Bromine2 回HCID 112068123-isopropyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 23665763Sodium Bisulfite

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform
溶媒
2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-449115f057b54ebf9d89593aa049214b
出典データセット
uspto-grants-1976_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03981715

反応ノート

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