Ethyl nitroacetate → HCID 86760448, compound

HRID 457869Notes

Reaction equation

HRID 457869 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[S:12][C:11](SC)=[N:10][C@H:9]2[CH3:15])=[CH:4][CH:3]=1.[N+:16]([CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])([O-:18])=[O:17]>[Cl-].[Zn+2].[Cl-].C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[S:12][C:11](=[C:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[N+:16]([O-:18])=[O:17])[NH:10][C@H:9]2[CH3:15])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 69379Ethyl nitroacetateHCID 69522929HCID 69522929, compound

Product 1

HCID 86760448HCID 86760448, compoundYield 63.5%

Reagents, catalysts & solvents 2

HCID 3007855ZincchlorideCatalystHCID 6212ChloroformSolvent

Procedure

9 g of trans-5-(4-chlorophenyl)-4-methyl-2-methylthio-2-thiazoline, 4.7 g of ethyl nitroacetate, and 0.06 g of zinc chloride were added into a 100 ml capacity of four neck flask, and the mixture was heated under nitrogen flow at the temperature ranging from 110˜130° C. for about five hours. After the completion of the reaction, the product mixture was dissolved with chloroform, washed with water, dried with magnesium sulfate, and then condensed under reduced pressure. The oily product obtained was purified by column chromatography to give 7.6 g of the title compound.

Workup

  1. temperaturethe mixture was heated under nitrogen flow at the temperature
  2. customAfter the completion of the reaction
  3. washwashed with water
  4. dry with materialdried with magnesium sulfate
  5. customcondensed under reduced pressure
  6. customThe oily product obtained
  7. customwas purified by column chromatography

Sources & evidence

ORD record
ord-148ab03f731e4409a2a06ea2c7387655
Source dataset
uspto-grants-2007_03
Patent number
US07189751B2

Reaction notes

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