Isophorone diisocyanate → Isophorone bisurethane bisethylmaleimide

HRID 23969

反応式

HRID 23969 の反応式
[OH:1][CH2:2][CH2:3][C:4]1[C:5]([NH:7][C:8](=[O:10])[CH:9]=1)=[O:6].[O:11]=[C:12]=[N:13][CH:14]1[CH2:23][C:22]([CH3:25])([CH3:24])[CH2:21][C:16](C)([CH2:17]N=C=O)[CH2:15]1>CC(C)=O>[CH2:3]([C:4]1[C:5](=[O:6])[NH:7][C:8](=[O:10])[C:9]=1[CH2:14][CH3:15])[CH3:2].[NH2:13][C:12]([O:10][CH2:8][CH3:9])=[O:11].[NH2:13][C:12]([O:10][CH2:8][CH3:9])=[O:11].[O:1]=[C:14]1[CH2:23][C:22]([CH3:25])([CH3:24])[CH2:21][C:16]([CH3:17])=[CH:15]1

参加物

4

反応物 2

HCID 169132Isophorone diisocyanateHCID 22337974Hydroxy ethylmaleimide

生成物 1

HCID 86584361Isophorone bisurethane bisethylmaleimide

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Hydroxy ethylmaleimide (10 g, 0.141 mol) was dissolved in acetone and purged with nitrogen while stirring in an ice bath. One drop of dibutyl tin dilaurate was added to the solution. The isophorone diisocyanate (30.5 g, 0.141 mol) was added dropwise over 2-3 hours. The solution was allowed to stir overnight and a white precipitate was obtained after solvent removal m.p. 105-112° C. (40.5 g, 100%). 1H-NMR (D6-DMSO, δ, ppm): 3.63-3.58 (2H, —NCH2—), 4.08-4.03 (2H, —CH2O—, t), 7.03 (2H, —CH═CH—, s). 13C-NMR (D6-DMSO, δ, ppm): 134.5 (2C, —CH═CH—), 154.9 (2C, NHC═O), (170.7 (2C, —NC═O).

後処理

  1. custompurged with nitrogen
  2. additionOne drop of dibutyl tin dilaurate was added to the solution
  3. stirringto stir overnight
  4. customa white precipitate was obtained
  5. customafter solvent removal m.p. 105-112° C. (40.5 g, 100%)

出典と根拠

ORDレコード
ord-744b6f7830e74138ba8d3a0fa822c2b4
出典データセット
uspto-grants-2005_02
特許番号
US06855745B2

関連ノート

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