Sodium Hydroxide → HCID 21867190, compound

HRID 857116Notes

Reaction equation

HRID 857116 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[CH2:5][NH:6][C:7]([NH:9][CH2:10][C:11](OCC)=[O:12])=[O:8].[OH-].[Na+]>CO>[I:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[CH2:5][N:6]1[C:11](=[O:12])[CH2:10][NH:9][C:7]1=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21867072HCID 21867072, compound

Product 1

HCID 21867190HCID 21867190, compoundYield 66.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

A solution of ethyl N-{[(3-iodobenzyl)amino]carbonyl}glycinate (7.6 g) in MeOH (40 ml) was treated with aqueous 2M NaOH (21.2 ml) and stirred under nitrogen at 20° C. The mixture crushed out instantly and was quenched by adding aqueous 2M HCl (22 ml). The residue was filtered to give the title compound (4.4 g) LCMS=2.73 min.

Workup

  1. customThe mixture crushed out instantly and
  2. customwas quenched
  3. additionby adding aqueous 2M HCl (22 ml)
  4. filtrationThe residue was filtered

Sources & evidence

ORD record
ord-cde9aada96db4779adcae3353c542d33
Source dataset
uspto-grants-2006_12
Patent number
US07144908B2

Reaction notes

Loading…