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

HRID 1390254노트

반응식

HRID 1390254 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 aluminium 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 colourless 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-05312055744e400686e8a7747af98f01
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04138451

반응 노트

불러오는 중…