Hydrogen Peroxide → N-(3,4-Dichlorophenyl)-N'-[5-(hexylsulfanyl)-1,3,4-thiadiazol-2-yl]urea

HRID 1729939ノート

反応式

HRID 1729939 の反応式
OO.[Cl:3][C:4]1[CH:5]=[C:6]([NH:11][C:12]([NH:14][C:15]2[S:16][C:17]([S:20]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])(=O)=O)=[N:18][N:19]=2)=[O:13])[CH:7]=[CH:8][C:9]=1[Cl:10]>C(O)(=O)C>[Cl:3][C:4]1[CH:5]=[C:6]([NH:11][C:12]([NH:14][C:15]2[S:16][C:17]([S:20][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[N:18][N:19]=2)=[O:13])[CH:7]=[CH:8][C:9]=1[Cl:10]

参加物

4

反応物 2

HCID 784Hydrogen PeroxideHCID 21498388N-(3,4-Dichlorophenyl)-N'-[5-(hexane-1-sulfonyl)-1,3,4-thiadiazol-2-yl]urea

生成物 1

HCID 18971675N-(3,4-Dichlorophenyl)-N'-[5-(hexylsulfanyl)-1,3,4-thiadiazol-2-yl]urea

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 6.0 g. (0.015 mole) of 1-(3,4-dichlorophenyl)-3-[5-(hexylthio)-1,3,4-thiadiazol-2-yl]urea (Example 18) was prepared in 30 ml. of glacial acetic acid. The mixture was heated to about 85°-90° C. and 4.08 g. (0.036 mole) of 30 percent hydrogen peroxide was added dropwise. After addition was complete, the temperature of the reaction mixture was maintained at about 85°-90° C. for an additional 1.5 hours. The reaction mixture was then cooled and poured onto ice. A precipitate formed which was filtered off and washed with water. The solid thus obtained was recrystallized from a mixture of ethyl acetate and normal hexane to yield product having a melting point of about 204°-206° C., and identified by elemental analyses and NMR spectrum as 1-(3,4-dichlorophenyl)-3-[5-(hexylsulfonyl)-1,3,4-thiadiazol-2-yl]urea.

後処理

  1. temperatureThe mixture was heated to about 85°-90° C.
  2. additionAfter addition
  3. temperaturethe temperature of the reaction mixture was maintained at about 85°-90° C. for an additional 1.5 hours
  4. temperatureThe reaction mixture was then cooled
  5. additionpoured onto ice
  6. customA precipitate formed which
  7. filtrationwas filtered off
  8. washwashed with water
  9. customThe solid thus obtained
  10. customwas recrystallized from a mixture of ethyl acetate and normal hexane
  11. customto yield product

出典と根拠

ORDレコード
ord-76bc335f63174b42b863416a1f5f658e
出典データセット
uspto-grants-1976_11
特許番号
US03990879

反応ノート

読み込み中…