Glycine → HCID 178446845, compound

HRID 1939643

Reaction equation

HRID 1939643 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[OH-].[Na+].[C:8](=[NH:15])(OC)[CH2:9][CH2:10][CH2:11][CH3:12]>CO.O.C1(C)C=CC=CC=1>[C:8]([NH:1][CH2:2][C:3]([OH:5])=[O:4])(=[NH:15])[CH2:9][CH2:10][CH2:11][CH3:12]

Participants

7

Reactant 3

HCID 750GlycineHCID 14798Sodium HydroxideHCID 5743466Methyl pentanimidate

Product 1

HCID 178446845HCID 178446845, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

A stirred suspension of glycine (18.77 g, 0.25 mol) in methanol (80 ml) and water (4.5 ml) was cooled to 0° C. and adjusted to pH 9.6 by adding 30 percent strength sodium hydroxide solution. Methyl pentanimidate (68.81 g of a 42 percent strength solution in toluene=0.25 mol) was added to this suspension over the course of 5 minutes. After stirring for 18 hours at room temperature, the suspension was filtered, and the filter cake was washed with toluene (75 ml) and dried. The yield of the title compound was 25.45 g (purity>95 percent by H-NMR), 64 percent based on glycine. Other data concerning the title compound was:

Workup

  1. filtrationthe suspension was filtered
  2. washthe filter cake was washed with toluene (75 ml)
  3. customdried

Sources & evidence

ORD record
ord-29a4371eaa2e4314b849bb321c42dbc2
Source dataset
uspto-grants-1997_12
Patent number
US05696272

Linked notes

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