Isophorone diisocyanate → Isophorone bisurethane bisethylmaleimide

HRID 23969

반응식

HRID 23969 반응식
[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

참가 물질

4

반응물 2

HCID 169132Isophorone diisocyanateHCID 22337974Hydroxy ethylmaleimide

생성물 1

HCID 86584361Isophorone bisurethane bisethylmaleimide

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-744b6f7830e74138ba8d3a0fa822c2b4
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855745B2

연결된 노트

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