Ammonia → HCID 10215378、化合物

HRID 747834ノート

反応式

HRID 747834 の反応式
Cl[S:2]([OH:5])(=O)=[O:3].[C:6]1([N:12]2[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:18][C:16](=[O:17])[NH:15][C:13]2=[O:14])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH3:26]>C(Cl)(Cl)Cl.O1CCCC1.C(OC(=O)C)C>[O:14]=[C:13]1[N:12]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:19]([C:20]2[CH:21]=[CH:22][C:23]([S:2]([NH2:26])(=[O:5])=[O:3])=[CH:24][CH:25]=2)=[CH:18][C:16](=[O:17])[NH:15]1

参加物

7

反応物 3

HCID 222AmmoniaHCID 24638Chlorosulfonic acidHCID 135667411,6-Diphenylpyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 10215378HCID 10215378、化合物収率 18.3%

試薬・触媒・溶媒 3

HCID 6212Chloroform溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The chlorosulfonic acid (1.18 g, 10 mmol) was added to a solution of 1,6-diphenyluracil (0.2 g, 0.75 mmol) (synthesized according to the procedure given in Harvey I. Skulnick, Heterocycles, 23, (7), pp 1685, 1985) in chloroform (20 ml) and refluxed for 2 hours. The reaction mixture was poured onto ice-water mixture and extracted with ethylacetate. The ethylacetate extract was washed with brine, dried over anhydrous sodium sulphate and concentrated to dryness under reduced pressure. The crude solid thus obtained was taken in tetrahydrofuran (20 ml) and treated with ammonia solution (1 ml) under stirring. The reaction mixture was stirred for 1 hour and concentrated to dryness in vacuum. The product thus obtained was dissolved in ethylacetate, washed with water, brine and dried over anhydrous sodium sulphate. The ethylacetate extract was concentrated to dryness under reduced pressure and purified by column chromatography to yield the title compound (0.1 g, 18.3%). mp: ______.

後処理

  1. customsynthesized
  2. additionThe reaction mixture was poured onto ice-water mixture
  3. extractionextracted with ethylacetate
  4. extractionThe ethylacetate extract
  5. washwas washed with brine
  6. dry with materialdried over anhydrous sodium sulphate
  7. concentrationconcentrated to dryness under reduced pressure
  8. customThe crude solid thus obtained
  9. stirringThe reaction mixture was stirred for 1 hour
  10. concentrationconcentrated to dryness in vacuum
  11. customThe product thus obtained
  12. washwashed with water, brine
  13. dry with materialdried over anhydrous sodium sulphate
  14. extractionThe ethylacetate extract
  15. concentrationwas concentrated to dryness under reduced pressure
  16. custompurified by column chromatography

出典と根拠

ORDレコード
ord-9f7ef76b73554aff88514ae6307b8798
出典データセット
uspto-grants-2008_07
特許番号
US07399760B2

反応ノート

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