Hydroxyurethane → 3-(3-[Ethoxycarbonylaminooxymethyl]-4-chloro-6-fluorophenyl)-1-amino-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

HRID 1106458

反応式

HRID 1106458 の反応式
C(N1C=CN=C1)(N1C=CN=C1)=O.[OH:13][CH2:14][C:15]1[CH:16]=[C:17]([N:23]2[C:28](=[O:29])[CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[N:25]([NH2:34])[C:24]2=[O:35])[C:18]([F:22])=[CH:19][C:20]=1[Cl:21].[CH2:36]([O:38][C:39]([NH:41]O)=[O:40])[CH3:37]>O1CCCC1>[CH2:36]([O:38][C:39]([NH:41][O:13][CH2:14][C:15]1[CH:16]=[C:17]([N:23]2[C:28](=[O:29])[CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[N:25]([NH2:34])[C:24]2=[O:35])[C:18]([F:22])=[CH:19][C:20]=1[Cl:21])=[O:40])[CH3:37]

参加物

5

反応物 3

HCID 11510HydroxyurethaneHCID 682631,1'-CarbonyldiimidazoleHCID 187880573-(3-Hydroxymethyl-4-chloro-6-fluorophenyl)-1-amino-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

生成物 1

HCID 187880593-(3-[Ethoxycarbonylaminooxymethyl]-4-chloro-6-fluorophenyl)-1-amino-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

0.9 g of carbonyldiimidazole was added to a solution of 1.8 g of 3-(3-hydroxymethyl-4-chloro-6-fluorophenyl)-1-amino-6-trifluoromethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione in 100 ml of tetrahydrofuran. After the reaction mixture had been stirred for 1 hour, 0.58 g of N-ethoxycarbonylhydroxylamine was added. The mixture was subsequently stirred for a further 14 hours at 20° C. whereupon the solvent was removed by distillation. The residue was taken up in 100 ml of methylene chloride. The resulting organic phase was washed with water, dried over sodium sulfate and finally concentrated. The crude product was purified by means of chromatography on silica gel (eluent: methylene chloride). Yield: 0.2 g.

後処理

  1. stirringThe mixture was subsequently stirred for a further 14 hours at 20° C. whereupon the solvent
  2. customwas removed by distillation
  3. washThe resulting organic phase was washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationfinally concentrated
  6. customThe crude product was purified by means of chromatography on silica gel (eluent: methylene chloride)

出典と根拠

ORDレコード
ord-cef527b1ed174e098b6b084de0aaf99d
出典データセット
uspto-grants-2000_05
特許番号
US06057269

関連ノート

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