Iodoethane → HCID 131716910, compound

HRID 1493684Notes

Reaction equation

HRID 1493684 reaction equation
[CH3:1][CH2:2][O:3][C:4]([C:6]([NH2:8])=[S:7])=[O:5].[CH2:9]([I:11])[CH3:10]>C(Cl)Cl>[IH:11].[CH2:2]([O:3][C:4]([C:6]([S:7][CH2:9][CH3:10])=[NH:8])=[O:5])[CH3:1]

Participants

4

Reactant 2

HCID 6340IodoethaneHCID 2733398Ethyl thiooxamate

Product 1

HCID 131716910HCID 131716910, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.0 g of ethyl 2-thiooxamate was dissolved in 70 ml of methylene chloride in a nitrogen atmosphere. To this solution, 5.2 g of ethyl iodide was added dropwise at room temperature. After completion of the dropwise addition, the mixture was reacted with stirring for an additional 5 hours to obtain ethyl ethoxycarbonylformthioimidate hydrogen iodide [H5C2O2CC(SC2H5)=NH.HI]. Then, the methylene chloride was evaporated off under reduced pressure, and the residue was mixed with 35 ml of acetic acid, 4.9 g of anhydrous sodium acetate and 5.2 g of phenacylamine hydrochloride (the same as used in Synthesis Example 2), followed by reacting the mixture at 90° to 100° C. for 3 hours.

Workup

  1. additionAfter completion of the dropwise addition
  2. customthe mixture was reacted

Sources & evidence

ORD record
ord-15073447b8c34be9ac8360c5872be1e5
Source dataset
uspto-grants-1991_06
Patent number
US05023336

Reaction notes

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