Bromine → p-Toluenesulfonic acid

HRID 443019

反応式

HRID 443019 の反応式
BrBr.C([O-])(=O)C.[Na+].NC1N=C(N)C=C(O)N=1.O.[C:18]1([CH3:28])[CH:23]=[CH:22][C:21]([S:24]([OH:27])(=[O:26])=[O:25])=[CH:20][CH:19]=1>C(#N)C.C(O)C.O>[CH3:28][C:18]1[CH:23]=[CH:22][C:21]([S:24]([OH:27])(=[O:26])=[O:25])=[CH:20][CH:19]=1

参加物

8

反応物 4

HCID 24408BromineHCID 517045Sodium AcetateHCID 521998p-Toluenesulfonic acid monohydrateHCID 178507952HCID 178507952、化合物

生成物 1

HCID 6101p-Toluenesulfonic acid

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6342Acetonitrile溶媒2 回

反応条件

温度
60 °C

実験手順

To 300 mg (0.766 mmol) of N-4-(l-methoxy-1-buten-4-yl)benzoyl-L-glutamic acid diethyl ester, 3.0 ml of acetonitrile, and 3.0 ml of water, stirred at room temperature, are added 122 mg (0.766 mmol) of bromine in 1 ml of acetonitrile. To this solution is added 188 mg (2.3 mmol) of sodium acetate and 0.97 mg (0.77 mmol) of 2,4-diamino-6-hydroxypyrimidine and the resulting mixture is heated to 60° C. for 18 hours, cooled, then concentrated under vacuum. The resulting residue is triturated (2×5 ml of water) and decanted. Ethanol (5 ml) and 440 mg (2.3 mmol) of p-toluenesulfonic acid monohydrate are added. After heating under reflux for 20 minutes the mixture is cooled to room temperature and filtered. The precipitate is washed with ethanol (2×5ml) and dried to obtain a p-toluenesulfonate salt of the title compound.

後処理

  1. temperaturecooled
  2. concentrationconcentrated under vacuum
  3. customThe resulting residue is triturated (2×5 ml of water)
  4. customdecanted
  5. temperatureAfter heating
  6. temperatureunder reflux for 20 minutes the mixture
  7. temperatureis cooled to room temperature
  8. filtrationfiltered
  9. washThe precipitate is washed with ethanol (2×5ml)
  10. customdried

出典と根拠

ORDレコード
ord-a4931f4c9e434480af095af5da52f844
出典データセット
uspto-grants-1999_04
特許番号
US05892034

関連ノート

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