Bis-(1H-imidazol-2-YL)-methanone → [2-(1,1,4-Trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acetic acid methyl ester

HRID 1592022ノート

反応式

HRID 1592022 の反応式
C(C1NC=CN=1)(C1NC=CN=1)=O.[S:13]([N:17]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[CH2:28][C:29]([O:31][CH3:32])=[O:30])[CH2:18][C:19](O)=[O:20])(=[O:16])(=[O:15])[NH2:14]>C1COCC1>[CH3:32][O:31][C:29](=[O:30])[CH2:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[N:17]1[CH2:18][C:19](=[O:20])[NH:14][S:13]1(=[O:16])=[O:15]

参加物

4

反応物 2

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 67138346N-sulfamoyl-N-[2-(methoxycarbonylmethyl)-phenyl]glycine

生成物 1

HCID 58997412[2-(1,1,4-Trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acetic acid methyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Carbonyl diimidazole (60 mg, 0.37 mmol) is added as solid to a solution of the title E compound, N-sulfamoyl-N-[2-(methoxycarbonylmethyl)-phenyl] glycine (112 mg, 0.37 mmol) in THF (5 mL). After 65 h, the solvent is removed by evaporation. The residue is taken up in EtOAc and washed with 1N aqueous HCl followed by brine. The organic solution is dried over anhydrous MgSO4, filtered and concentrated. This residue is then evaporated from diethyl ether to yield [2-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acetic acid methyl ester as a white foam: [M−1]−=283.

後処理

  1. customthe solvent is removed by evaporation
  2. washwashed with 1N aqueous HCl
  3. dry with materialThe organic solution is dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThis residue is then evaporated from diethyl ether

出典と根拠

ORDレコード
ord-0d62f7a2eba9495c8be49064685c6085
出典データセット
uspto-grants-2007_11
特許番号
US07291635B2

反応ノート

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