Ethanol → HCID 178449955, compound

HRID 1906836Notes

Reaction equation

HRID 1906836 reaction equation
C(N=C=[S:7])CCC.Cl.[CH2:9]([O:11][C:12](=[O:15])[CH2:13][NH2:14])[CH3:10].CC[N:18]([CH2:21][CH3:22])CC.[CH3:23][CH2:24]O>>[CH2:21]([NH:18][SH:7]=[N:14][CH2:13][C:12]([O:11][CH2:9][CH3:10])=[O:15])[CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 4

HCID 702EthanolHCID 8471TriethylamineHCID 11613Butyl IsothiocyanateHCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 178449955HCID 178449955, compound

Procedure

Butyl isothiocyanate (11.5 g, 10 mmol) is added dropwise to glycine ethyl ester hydrochloride (13.95 g, 10 mmol) and Et3N (11.1 g, 11 mmol) in EtOH (20 ml) at 0° C. After the addition is completed, the reaction is allowed to warm to room temperature. Stirring is continued overnight at room temperature. The solvent is removed in vacuo and the residue is partitioned between CHCl3 (100 ml) and H2O (20 ml). The CHCl3 layer is dried (MgSO4) and evaporated off to give the title compound.

Workup

  1. additionAfter the addition
  2. customThe solvent is removed in vacuo
  3. customthe residue is partitioned between CHCl3 (100 ml) and H2O (20 ml)
  4. dry with materialThe CHCl3 layer is dried (MgSO4)
  5. customevaporated off

Sources & evidence

ORD record
ord-169c4412962047df86d4754be81ebc04
Source dataset
uspto-grants-1987_03
Patent number
US04654355

Reaction notes

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