Phosgene → 3-Acetyl-1-Chlorocarbonyl-2-Imidazolidone

HRID 1283039

반응식

HRID 1283039 반응식
[C:1]([N:4]1[CH2:8][CH2:7][NH:6][C:5]1=[O:9])(=[O:3])[CH3:2].C(N(CC)CC)C.C[Si](C)(C)Cl.[C:22](Cl)([Cl:24])=[O:23]>C1C=CC=CC=1>[C:1]([N:4]1[CH2:8][CH2:7][N:6]([C:22]([Cl:24])=[O:23])[C:5]1=[O:9])(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 6371PhosgeneHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 79350N-Acetylimidazolidinone

생성물 1

HCID 112292653-Acetyl-1-Chlorocarbonyl-2-Imidazolidone

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

20 parts by weight of N-acetyl-imidazolid-2-one mixed with 25 parts by weight of triethylamine and 150 parts by volume of dry benzene were first taken and 27 parts by weight of trimethylchlorosilane in 40 parts by volume of benzzene were added dropwise at room temperature over the course of 30 minutes, with stirring. The mixture was subsequently boiled for 18 hours under reflux, moisture being excluded, and the triethylamine hydrochloride which precipitated (22 parts by weight = 100%) was filtered off after cooling and carefully rinsed with dry benzene. The benzene solution thus obtained was treated with a solution of 17 parts by weight of phosgene in 50 parts by volume of benzene at 5° C and left to stand overnight at 5° C. Thereafter the solvent was stripped off in vacuo and the residue was dried under an oil pump. It was recrystallized from acetone/pentane mixture.

후처리

  1. temperatureunder reflux
  2. customthe triethylamine hydrochloride which precipitated (22 parts by weight = 100%)
  3. filtrationwas filtered off
  4. temperatureafter cooling
  5. washcarefully rinsed with dry benzene
  6. customThe benzene solution thus obtained
  7. waitleft
  8. waitto stand overnight at 5° C
  9. customthe residue was dried under an oil pump
  10. customIt was recrystallized from acetone/pentane mixture

출처 및 근거

ORD 기록
ord-bf7d09f60ff14856b7d4f772a62e1452
출처 데이터셋
uspto-grants-1976_08
특허 번호
US03974142

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