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

HRID 1180111

반응식

HRID 1180111 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, 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).

후처리

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

출처 및 근거

ORD 기록
ord-902e972584234075977090351cfc6e11
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07279576B2

연결된 노트

불러오는 중…