4-Chlorophenyl Isocyanate → 1-(N-(4-chlorophenyl)-carbamoyl)-2-(2,3-dimethylanilinomethyl)-2-imidazoline

HRID 903160ノート

反応式

HRID 903160 の反応式
[CH3:1][C:2]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:3]=1[NH:4][CH2:5][C:6]1[NH:7][CH2:8][CH2:9][N:10]=1.[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[O:25])=[CH:19][CH:18]=1>C(Cl)Cl>[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]([N:10]2[CH2:9][CH2:8][N:7]=[C:6]2[CH2:5][NH:4][C:3]2[CH:11]=[CH:12][CH:13]=[C:14]([CH3:15])[C:2]=2[CH3:1])=[O:25])=[CH:19][CH:18]=1

参加物

4

反応物 2

HCID 76934-Chlorophenyl IsocyanateHCID 1287552,3-Xylylaminomethyl-2'-imidazoline

生成物 1

HCID 233378931-(N-(4-chlorophenyl)-carbamoyl)-2-(2,3-dimethylanilinomethyl)-2-imidazoline

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

2-(2,3-Dimethylanilinomethyl)-2-imidazoline (4.20 g; 0.024 moles) was stirred in methylene chloride (90 ml), cooled to 0° C. and a solution of 4-chlorophenyl isocyanate (3.66 g; 0.024 moles) in methylene chloride (10 ml) was then added dropwise. A white precipitate formed rapidly. Stirring was continued for 2 to 3 hours after the addition at 0° C., the reaction mixture then allowed to reach ambient temperature and stirring was continued overnight. The reaction mixture was then evaporated to dryness under reduced pressure and the solid residue so obtained recrystallised from propan-2-ol to yield white crystals of 1-(N-(4-chlorophenyl)-carbamoyl)-2-(2,3-dimethylanilinomethyl)-2-imidazoline m.p. 153°-155° C.

後処理

  1. customA white precipitate formed rapidly
  2. additionafter the addition at 0° C.
  3. customto reach ambient temperature
  4. stirringstirring
  5. waitwas continued overnight
  6. customThe reaction mixture was then evaporated to dryness under reduced pressure
  7. customthe solid residue so obtained
  8. customrecrystallised from propan-2-ol

出典と根拠

ORDレコード
ord-a0b106ecdabb40daa1137581a50e9d68
出典データセット
uspto-grants-1980_10
特許番号
US04226876

反応ノート

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