Methyl Isocyanate → 5-oxo-2,2,4-trimethyl-3-thiazoline O-(methylcarbamoyl) oxime

HRID 2296034노트

반응식

HRID 2296034 반응식
[N:1](=[C:3]1[S:7][C:6]([CH3:9])([CH3:8])[N:5]=[C:4]1[CH3:10])[OH:2].[CH3:11][N:12]=[C:13]=[O:14]>C(Cl)(Cl)Cl.C(N(CC)CC)C>[CH3:11][NH:12][C:13]([O:2][N:1]=[C:3]1[S:7][C:6]([CH3:9])([CH3:8])[N:5]=[C:4]1[CH3:10])=[O:14]

참가 물질

5

반응물 2

HCID 12228Methyl IsocyanateHCID 1362290545-Oxo-2,2,4-trimethyl-3-thiazoline oxime

생성물 1

HCID 536899045-oxo-2,2,4-trimethyl-3-thiazoline O-(methylcarbamoyl) oxime

시약·촉매·용매 2

HCID 8471Triethylamine촉매HCID 6212Chloroform용매

실험 절차

20.0 g (0.126 mol) of 5-oxo-2,2,4-trimethyl-3-thiazoline oxime are dissolved in 100 ml of chloroform. To the solution are added 15 ml (0.252 mol) of freshly distilled methyl isocyanate as well as 3 drops of triethylamine. The mixture, which warms slightly after a short time, is left to stand at room temperature for 16 hours. Subsequently, the slightly turbid solution is filtered, and the solvent and excess methyl isocyanate are distilled off in vacuo. The oily residue is purified chromatographically on 250 g of silica gel using ethyl acetate/n-hexane (1:1) for the elution. The solvent is removed by evaporation, and the resulting residue is recrystallized from methylene chloride/n-hexane/diethyl ether to yield 5-oxo-2,2,4-trimethyl-3-thiazoline O-(methylcarbamoyl) oxime as white crystals, m.p. 90°-92° C.

후처리

  1. waitis left
  2. filtrationSubsequently, the slightly turbid solution is filtered
  3. distillationthe solvent and excess methyl isocyanate are distilled off in vacuo
  4. customThe oily residue is purified chromatographically on 250 g of silica gel
  5. washfor the elution
  6. customThe solvent is removed by evaporation
  7. customthe resulting residue is recrystallized from methylene chloride/n-hexane/diethyl ether

출처 및 근거

ORD 기록
ord-b34cd4df332345dd82aad150ec79a576
출처 데이터셋
uspto-grants-1984_01
특허 번호
US04427687

반응 노트

불러오는 중…