Hydrogen Sulfide → Thioformamido-diethylphosphonoacetic acid tert.-butyl ester

HRID 442463노트

반응식

HRID 442463 반응식
[SH2:1].[C:2]([O:6][C:7](=[O:19])[CH:8]([P:11]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])=[O:12])[N+:9]#[C-:10])([CH3:5])([CH3:4])[CH3:3]>O1CCCC1.[Cu]>[C:2]([O:6][C:7](=[O:19])[CH:8]([NH:9][CH:10]=[S:1])[P:11]([O:13][CH2:14][CH3:15])([O:16][CH2:17][CH3:18])=[O:12])([CH3:4])([CH3:3])[CH3:5]

참가 물질

5

반응물 2

HCID 402Hydrogen SulfideHCID 57315705HCID 57315705, 화합물

생성물 1

HCID 86735044Thioformamido-diethylphosphonoacetic acid tert.-butyl ester

시약·촉매·용매 2

HCID 23978Copper촉매HCID 8028Tetrahydrofuran용매

실험 절차

Dry hydrogen sulphide gas is passed for 10 minutes into a solution, cooled to 0° C., of 277 mg (1 mmol) of diethylphosphono-isocyanoacetic acid tert.-butyl ester in 5 ml of dry tetrahydrofurane (filtered through aluminum oxide). After adding a few crystals of copper-II acetylacetonate, the reaction vessel is closed and left to stand overnight at room temperature. The reaction mixture is filtered and the filtrate is evaporated in vacuo. The residue is chromatographed on silica gel thick layer plates with toluene/ethyl acetate, 1:1, and gives thioformamido-diethylphosphonoacetic acid tert.-butyl ester in the form of a colorless oil: IR spectrum (in methylene chloride): characteristic bands at 3:13; 3.35; 5.75; 7.01; 8.10; 8.70 and 9.75μ.

후처리

  1. customthe reaction vessel is closed
  2. waitleft
  3. filtrationThe reaction mixture is filtered
  4. customthe filtrate is evaporated in vacuo
  5. customThe residue is chromatographed on silica gel thick layer plates with toluene/ethyl acetate, 1:1

출처 및 근거

ORD 기록
ord-ea91dd2c757d462f88140cae540178c9
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04045520

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