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

HRID 1592022노트

반응식

HRID 1592022 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0d62f7a2eba9495c8be49064685c6085
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291635B2

반응 노트

불러오는 중…