1,2,4-Thiadiazol-5-amine, 3-phenyl- → N-[2,6-Bis(1-methylethyl)phenyl]-N'-(3-phenyl-1,2,4-thiadiazol-5-yl)urea

HRID 2081660노트

반응식

HRID 2081660 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[N:13]=[C:14]=[O:15])([CH3:3])[CH3:2].[NH2:16][C:17]1[S:21][N:20]=[C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:18]=1>C(#N)C>[CH3:3][CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:11])[CH3:12])[C:5]=1[NH:13][C:14]([NH:16][C:17]1[S:21][N:20]=[C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:18]=1)=[O:15])[CH3:2]

참가 물질

4

반응물 2

HCID 285611,2,4-Thiadiazol-5-amine, 3-phenyl-HCID 922592,6-Diisopropylphenyl isocyanate

생성물 1

HCID 19780344N-[2,6-Bis(1-methylethyl)phenyl]-N'-(3-phenyl-1,2,4-thiadiazol-5-yl)urea수율 46.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2,6-Diisopropylphenylisocyanate (1.9 g, 9.4 mmol) was added to a refluxing solution of 5-amino-3-phenyl-1,2,4-thiadiazole (1.5 g, 8.5 mmol) in acetonitrile (60 mL). The mixture was refluxed for 18 hours, allowed to cool, filtered, and the filtrate concentrated, taken up in ethyl acetate (150 mL), and washed with water (3×50 mL). The organics were dried over Na2SO4, filtered, concentrated, and the resulting solid washed with hexane and recrystallized from acetonitrile to give a white solid (1.50 g, 46%), m.p. 180°-183° C.

후처리

  1. temperatureThe mixture was refluxed for 18 hours
  2. temperatureto cool
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated
  5. washwashed with water (3×50 mL)
  6. dry with materialThe organics were dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. washthe resulting solid washed with hexane
  10. customrecrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-0e29bc66663243be8974ced7cb8c87be
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05185358

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