Potassium Carbonate → HCID 18947050, compound

HRID 1769093Notes

Reaction equation

HRID 1769093 reaction equation
[Cl:1][C:2]1[S:3][CH:4]=[C:5]([CH2:9]Br)[C:6]=1[CH2:7]Br.Cl.[NH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:1][C:2]1[S:3][CH:4]=[C:5]2[CH2:9][N:12]([CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:7][C:6]=12

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2723640Glycine ethyl ester, hydrochlorideHCID 18947052HCID 18947052, compound

Product 1

HCID 18947050HCID 18947050, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
5 °C

Procedure

A solution of 12.58 g (0.041 mol) of 2-chloro-3,4-bis(bromomethyl)thiophene in 40 ml of dimethylformamide is poured dropwise onto a mixture of 17.77 g of ethyl 2-aminoacetate hydrochloride, 45.5 g of finely powdered potassium carbonate and 80 ml of dimethylformamide, cooled to 5° C. The mixture is stirred at room temperature for 2 h, then poured onto 400 g of a water/ice mixture and stirred for a further 15 min. The mixture is extracted with 5 times 100 ml of diethyl ether, the ether phase is washed with twice 100 ml of salt solution, dried over magnesium sulphate and concentrated. 9.49 g of an oily product are obtained.

Workup

  1. stirringstirred for a further 15 min
  2. extractionThe mixture is extracted with 5 times 100 ml of diethyl ether
  3. washthe ether phase is washed with twice 100 ml of salt solution
  4. dry with materialdried over magnesium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-bb09a5d984234dd1a32760aa8855ebd4
Source dataset
uspto-grants-1995_01
Patent number
US05380742

Reaction notes

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