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Water → Methyl 2-amino-6-[(p-tolylsulfonyl)oxy]-4-pyrimidinecarbamate

HRID 464772
ノート
印刷プレビュー

反応式

HRID 464772 の反応式
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[NH2:12][C:13]1[NH:14][C:15](=[O:24])[CH:16]=[C:17]([NH:19][C:20]([O:22][CH3:23])=[O:21])[N:18]=1.[OH-].[Na+].O>CC(C)=O>[NH2:12][C:13]1[N:18]=[C:17]([NH:19][C:20]([O:22][CH3:23])=[O:21])[CH:16]=[C:15]([O:24][S:7]([C:4]2[CH:5]=[CH:6][C:1]([CH3:11])=[CH:2][CH:3]=2)(=[O:9])=[O:8])[N:14]=1
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 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 135964809Methyl 2-amino-1,6-dihydro-6-oxo-4-pyrimidinecarbamate

生成物 1

HCID 12857764Methyl 2-amino-6-[(p-tolylsulfonyl)oxy]-4-pyrimidinecarbamate

試薬・触媒・溶媒 1

HCID 180Acetone
溶媒
2 回

実験手順

2.08 g (11 mmol) of p-toluenesulfonyl chloride in 20 ml of acetone are added dropwise to a solution of 1.47 g (8 mmol) of methyl 2-amino-1,6-dihydro-6-oxo-4-pyrimidinecarbamate, 12 ml of 1N sodium hydroxide, 5 ml of water and 50 ml of acetone. The mixture is stirred at room temperature for 18 hours. After filtration of the precipitate, the solvent is evaporated under reduced pressure. The residue is dissolved in a mixture of ethyl acetate and water, the organic phase is separated, dried and evaporated under reduced pressure. Crystallization from methylene chloride/methanol yields pure methyl 2-amino-6-[(p-toluenesulfonyl)oxy]-4-pyrimidinecarbamate of meltig point 188°-189°.

後処理

  1. filtrationAfter filtration of the precipitate
  2. customthe solvent is evaporated under reduced pressure
  3. dissolutionThe residue is dissolved in a mixture of ethyl acetate and water
  4. customthe organic phase is separated
  5. customdried
  6. customevaporated under reduced pressure
  7. customCrystallization from methylene chloride/methanol

出典と根拠

ORDレコード
ord-6589c271f5b644d19603600dbde2f5a7
出典データセット
uspto-grants-1985_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04549019

反応ノート

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