1-Bromo-3-chloropropane → N-[3-(3-Chloropropoxy)phenyl]urea

HRID 1193659

反応式

HRID 1193659 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH2:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.Br[CH2:13][CH2:14][CH2:15][Cl:16].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:16][CH2:15][CH2:14][CH2:13][O:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH2:11])=[O:10])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 12796m-Hydroxyphenylurea

生成物 1

HCID 14407185N-[3-(3-Chloropropoxy)phenyl]urea収率 83.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 45.6 g (0.3 mole) of 1-(3-hydroxyphenyl)urea, 94.5 g (0.6 mole) of 1-bromo-3-chloropropane, 124.4 g (0.9 mole) of anhydrous potassium carbonate and 1 liter of acetone was heated at reflux with mechanical stirring for 20 hr. The mixture was concentrated and the residue was slurried with 1.5 liters of water. The mixture was filtered and the filter cake was recrystallized from isopropanol to yield 57.0 g (83%) of off-white solid, m.p. 141°-143° C.

後処理

  1. temperaturewas heated
  2. temperatureat reflux
  3. concentrationThe mixture was concentrated
  4. filtrationThe mixture was filtered
  5. customthe filter cake was recrystallized from isopropanol

出典と根拠

ORDレコード
ord-58d5f522eb864f38ac8325b0bf7b2394
出典データセット
uspto-grants-1989_03
特許番号
US04810713

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