4-Nitroaniline → 1-Methacryloyl-3-(4-nitrophenyl)urea

HRID 327749ノート

反応式

HRID 327749 の反応式
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:11]([N:16]=[C:17]=[O:18])(=[O:15])[C:12]([CH3:14])=[CH2:13]>C(OCC)C>[C:11]([NH:16][C:17]([NH:8][C:7]1[CH:9]=[CH:10][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)=[O:18])(=[O:15])[C:12]([CH3:14])=[CH2:13]

参加物

4

反応物 2

HCID 74754-NitroanilineHCID 10942374Methacryloyl isocyanate

生成物 1

HCID 197335681-Methacryloyl-3-(4-nitrophenyl)urea収率 79%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Into 500 ml of a diethyl ether solution of 13.8 g (0.1 mol) of p-nitroaniline was added dropwise 50 ml of a diethyl ether solution of 11.1 g (0.1 mol) of methacryloyl isocyanate over about 30 minutes in an ice bath. After completion of the addition, the produced crystal was filtered and the filtrate was distilled under a reduced pressure. The yellow solid gathered from the filtration and the distillation residue was recrystallized with methyl ethyl ketone to obtain 19.7 g of 1-methacryloyl-3-(4-nitrophenyl)urea (Compound 1) which had a decomposing point of 241° to 244° C. and was yellow needle crystal.

後処理

  1. additionAfter completion of the addition
  2. filtrationthe produced crystal was filtered
  3. distillationthe filtrate was distilled under a reduced pressure
  4. filtrationThe yellow solid gathered from the filtration
  5. customthe distillation residue was recrystallized with methyl ethyl ketone

出典と根拠

ORDレコード
ord-0f5fee034f3846f5bbb1310f62e4ee96
出典データセット
uspto-grants-1993_12
特許番号
US05274061

反応ノート

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