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 2081660ノート

反応式

HRID 2081660 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0e29bc66663243be8974ced7cb8c87be
出典データセット
uspto-grants-1993_02
特許番号
US05185358

反応ノート

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