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

HRID 1981369ノート

反応式

HRID 1981369 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8471Triethylamine触媒HCID 6212Chloroform溶媒

実験手順

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 methyl 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.

後処理

  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 methyl chloride/n-hexane/diethyl ether

出典と根拠

ORDレコード
ord-ffc950f160e14f50bd29e479ae916c23
出典データセット
uspto-grants-1985_04
特許番号
US04514566

反応ノート

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