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

HRID 1392329

反応式

HRID 1392329 の反応式
[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]

参加物

4

反応物 2

HCID 18449915ethyl 2-((N-methylsulfamoyl)amino)acetateHCID 178418922HCID 178418922、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-56be878b36844871ab083edfb91f937a
出典データセット
uspto-grants-2008_03
特許番号
US07342037B2

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