ethyl 2-((N-methylsulfamoyl)amino)acetate → 2-Methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide

HRID 1392329

반응식

HRID 1392329 반응식
[CH3:1][NH:2][S:3]([NH:6][CH2:7][C:8]([O:10]CC)=O)(=[O:5])=[O:4].O(C(C)(C)C)[K]>CN(C=O)C>[CH3:1][N:2]1[C:8](=[O:10])[CH2:7][NH:6][S:3]1(=[O:5])=[O:4]

참가 물질

4

반응물 2

HCID 18449915ethyl 2-((N-methylsulfamoyl)amino)acetateHCID 178418922HCID 178418922, 화합물

생성물 1

HCID 3640772-Methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide수율 54%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of ethyl 2-((N-methylsulfamoyl)amino)acetate from the previous step (3.5 mmol) in DMF (50 mL) is added KO-t-Bu (1.56 g, 13.88 mmol) in portions under N2 at RT. The mixture is stirred overnight then quenched with HCl methanol (2 M). After the solvent is removed in vacuo, the residue is washed with water to afford 2-methyl-1,1-dioxo-1λ6-[1,2,5]thiadiazolidin-3-one (480 mg, 54%). 1H-NMR(CDCl3): δ 7.36 (d, J=8.4 Hz, 2H), 6.87 (d, J=8.8 Hz, 2H), 4.87 (m, 1H), 4.68 (s, 2H), 4.03 (d, J=7.2 Hz, 2H), 3.80 (s, 3H).

후처리

  1. customthen quenched with HCl methanol (2 M)
  2. customAfter the solvent is removed in vacuo
  3. washthe residue is washed with water

출처 및 근거

ORD 기록
ord-56be878b36844871ab083edfb91f937a
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342037B2

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