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

HRID 1392347

반응식

HRID 1392347 반응식
[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

참가 물질

4

반응물 2

HCID 6145PhenylureaHCID 75990(Chlorothio)formyl chloride

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-6ea1f06e69b14bb7a35424f1d7961e08
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342037B2

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