Carbofuran → Glycine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-oxopropyl)-, ethyl ester

HRID 1648760

반응식

HRID 1648760 반응식
[CH3:1][NH:2][C:3](=[O:16])[O:4][C:5]1[C:13]2[O:12][C:11]([CH3:15])([CH3:14])[CH2:10][C:9]=2[CH:8]=[CH:7][CH:6]=1.[S:17](Cl)Cl.C(N(CC)CC)C.[CH2:27]([O:29][C:30](=[O:37])[CH2:31][NH:32][C:33](=[O:36])[CH2:34][CH3:35])[CH3:28]>C(Cl)Cl>[C:33]([N:32]([CH2:31][C:30]([O:29][CH2:27][CH3:28])=[O:37])[S:17][N:2]([CH3:1])[C:3](=[O:16])[O:4][C:5]1[C:13]2[O:12][C:11]([CH3:14])([CH3:15])[CH2:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:36])[CH2:34][CH3:35]

참가 물질

6

반응물 4

HCID 2566CarbofuranHCID 8471Triethylamine2회HCID 25353Sulfur dichlorideHCID 3320103Ethyl 2-propanamidoacetate

생성물 1

HCID 3067962Glycine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-oxopropyl)-, ethyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

반응 조건

온도
0 °C

실험 절차

A 11 g quantity (0.05 mole) of 2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-methyl-carbamate was dissolved in 70 ml of methylene chloride, 5.2 g (0.05 mole) of sulfur dichloride was added to the solution with cooling, and 5 g (0.05 mole) of triethylamine was further added dropwise to the solution at -10° to 31 5° C. The mixture was stirred at 0° C. for one hour and further at room temperature for 2 hours. After cooling to -10° to -5° C., a solution of 8 g (0.05 mole) of N-propionylglycine ethyl ester in 10 ml of methylene chloride was added dropwise to the mixture, and 5 g (0.05 mole) of triethylamine was further added dropwise to the mixture. The resulting mixture was stirred at 0° C. for 2 hours and thereafter allowed to stand overnight at room temperature. With addition of 100 ml of methylene chloride, the reaction mixture was washed with 100 ml of water three times. The methylene chloride layer was dried and then concentrated in a vacuum to give an oily product, which was almost entirely composed of the desired product although containing small amounts of the starting materials and impurities. Yield: 14.3 g (69.8%).

후처리

  1. temperaturewith cooling
  2. temperatureAfter cooling to -10° to -5° C.
  3. additionwas further added dropwise to the mixture
  4. stirringThe resulting mixture was stirred at 0° C. for 2 hours
  5. waitto stand overnight at room temperature
  6. washthe reaction mixture was washed with 100 ml of water three times
  7. dry with materialThe methylene chloride layer was dried
  8. concentrationconcentrated in a vacuum
  9. customto give an oily product, which

출처 및 근거

ORD 기록
ord-e5f2ff66a4664e4191314f11e3ecf4cc
출처 데이터셋
uspto-grants-1983_11
특허 번호
US04413005

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