Phenylurea → 2-Phenyl-1,2,4-thiadiazolidine-3,5-dione

HRID 1392347

反応式

HRID 1392347 の反応式
[C:1]1([NH:7][C:8]([NH2:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:12]([S:14]Cl)=[O:13]>C1COCC1>[C:1]1([N:7]2[C:8](=[O:9])[NH:10][C:12](=[O:13])[S:14]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 6145PhenylureaHCID 75990(Chlorothio)formyl chloride

生成物 1

HCID 184498842-Phenyl-1,2,4-thiadiazolidine-3,5-dione収率 20%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To the solution of phenyl-urea (13.0 g, 95.48 mol) in THF (100 mL) was slowly added chlorocarbonyl sulfenylchloride (13 mL, 148.85 mmol) at RT. The reaction mixture was refluxed overnight, the volatiles removed in vacuo yielded 2-phenyl-1,2,4-thiadiazolidine-3,5-dione as a white solid (4.0 g, 20%). 1H NMR (DMSO-d6): δ 12.49 (s, 1H), 7.51 (d, J=8.0 Hz, 2H), 7.43(t, J=7.6.Hz, 2H), 7.27 (t, J=7.2 Hz, 1 H).

後処理

  1. customat RT
  2. temperatureThe reaction mixture was refluxed overnight
  3. customthe volatiles removed in vacuo

出典と根拠

ORDレコード
ord-6ea1f06e69b14bb7a35424f1d7961e08
出典データセット
uspto-grants-2008_03
特許番号
US07342037B2

関連ノート

読み込み中…