Propargyl bromide → Methyl Isocyanate

HRID 483629노트

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HRID 483629 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]([CH2:7][C:8]#[CH:9])[C:3]1=[O:10].C(OC(OCC)CN)C.C(Br)C#C>>[CH2:7]([N:4]1[CH:5]=[CH:6][NH:2][C:3]1=[O:10])[C:8]#[CH:9].[CH3:1][N:2]=[C:3]=[O:10]

참가 물질

5

반응물 3

HCID 7842Propargyl bromideHCID 695242,2-DiethoxyethylamineHCID 150655051,3-Dihydro-1-methyl-3-(2-propyn-1-yl)-2H-imidazol-2-one

생성물 2

HCID 12228Methyl IsocyanateHCID 197532861,3-dihydro-1-(2-propynyl)-2H-imidazol-2-one

실험 절차

The 1,3-dihydro-1-(2-propynyl)-2H-imidazol-2-one intermediates were prepared as outlined in Scheme 2 for the synthesis of 1,3-dihydro-1-methyl-3-(2-propynyl)-2H-imidazol-2-one (X). Aminoacetaldehyde diethyl acetal was reacted with propargylbromide to give a mixture of the tertiary and secondary amines VII and VIII which were separated by chromatography on silica gel. Treatment of VIII with methyl isocyanate gave IX and this was heated in aqueous oxalic acid to give 1-methyl-3-(2-propynyl)-2H-imidazol-2-one (X).

후처리

  1. customto give
  2. customwere separated by chromatography on silica gel

출처 및 근거

ORD 기록
ord-2ad07dbf005e4cd8850397bd6136b89c
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05225567

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