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

HRID 1180111

反応式

HRID 1180111 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, yield 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-902e972584234075977090351cfc6e11
出典データセット
uspto-grants-2007_10
特許番号
US07279576B2

関連ノート

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