Iodoethane → HCID 86738182, compound

HRID 1660527Notes

Reaction equation

HRID 1660527 reaction equation
[CH2:1]([I:3])[CH3:2].[C:4]1([C@H:10]2[C@H:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[NH:13][C:12](=[S:21])[NH:11]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[IH:3].[CH2:1]([S:21][C:12]1[NH:11][C@@H:10]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[C@H:14]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:13]=1)[CH3:2]

Participants

4

Reactant 2

HCID 6340Iodoethane2×HCID 11010529HCID 11010529, compound

Product 1

HCID 86738182HCID 86738182, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

25 ml of methanol and 1.85 g of ethyl iodide are added to 2.5 g of DL-trans-4,5-diphenyl-imidazolidine-2-thione and the mixture is refluxed for 15 hours. A further 0.4 g of ethyl iodide is then added and the mixture is refluxed for a further 5 hours. It is then evaporated to dryness. DL-trans-2-Ethylthio-4,5-diphenyl-imidazoline hydroiodide is obtained. In order to convert it to the base, this hydroiodide is suspended in 100 ml of ethyl acetate and 100 ml of water, the suspension is rendered alkaline with concentrated aqueous ammonia solution and the organic phase is separated off, dried over sodium sulfate and evaporated. DL-trans-2-Ethylthio-4,5-diphenyl-imidazoline with a melting point of 130°-132° is obtained.

Workup

  1. temperaturethe mixture is refluxed for 15 hours
  2. temperaturethe mixture is refluxed for a further 5 hours
  3. customIt is then evaporated to dryness

Sources & evidence

ORD record
ord-923ce70f04064f9c8e862be1821fab07
Source dataset
uspto-grants-1981_12
Patent number
US04308277

Reaction notes

Loading…