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

HRID 464772
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HRID 464772 반응식
[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
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참가 물질

6

반응물 4

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 135964809Methyl 2-amino-1,6-dihydro-6-oxo-4-pyrimidinecarbamate

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone
용매
2회

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-6589c271f5b644d19603600dbde2f5a7
출처 데이터셋
uspto-grants-1985_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04549019

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