Cyclopropylamine → 1-(4-Bromophenyl)-3-cyclopropylurea

HRID 75640

反応式

HRID 75640 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[O:10])=[CH:4][CH:3]=1.[CH:11]1([NH2:14])[CH2:13][CH2:12]1>O1CCCC1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH:14][CH:11]2[CH2:13][CH2:12]2)=[O:10])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 69828CyclopropylamineHCID 756094-Bromophenyl isocyanate

生成物 1

HCID 458603331-(4-Bromophenyl)-3-cyclopropylurea

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Under a nitrogen atmosphere, tetrahydrofuran (80 ml) was added to 4-bromophenyl isocyanate 30 (10.0 g), and a solution of cyclopropylamine 1 (3.17 g) in tetrahydrofuran (20 ml) was added dropwise with stirring under ice-cooling. After the completion of the dropwise addition, the mixture was stirred at room temperature for 3 hrs, and the reaction mixture was concentrated under reduced pressure. Diethyl ether-hexane [1:1 (volume ratio), 100 ml] was added to the residue and, after stirring, the crystals were collected by filtration and dried to give 1-(4-bromo-phenyl)-3-cyclopropyl-urea 31 (12.9 ġ, over weight) as colorless crystals, which were used for the next step without purification.

後処理

  1. temperaturecooling
  2. additionAfter the completion of the dropwise addition
  3. stirringthe mixture was stirred at room temperature for 3 hrs
  4. concentrationthe reaction mixture was concentrated under reduced pressure
  5. additionDiethyl ether-hexane [1:1 (volume ratio), 100 ml] was added to the residue
  6. stirringafter stirring
  7. filtrationthe crystals were collected by filtration
  8. customdried

出典と根拠

ORDレコード
ord-44aea116db2f4ae2984a24fcb84ea4c0
出典データセット
uspto-grants-2014_09
特許番号
US08835443B2

関連ノート

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