Thionyl Chloride → HCID 19754778, compound

HRID 1588858Notes

Reaction equation

HRID 1588858 reaction equation
[NH:1]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:14][C:15]1[CH:16]=[C:17]([NH:21][C:22](=[O:28])[NH:23][CH2:24][C:25](O)=[O:26])[CH:18]=[CH:19][CH:20]=1.S(Cl)(Cl)=O>>[CH3:14][C:15]1[CH:16]=[C:17]([NH:21][C:22](=[O:28])[NH:23][CH2:24][C:25]([N:1]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:26])[CH:18]=[CH:19][CH:20]=1

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 75190N-Phenylglycine ethyl esterHCID 149969602-{[(3-Methylphenyl)carbamoyl]amino}acetic acid

Product 1

HCID 19754778HCID 19754778, compoundYield 44.1%

Procedure

Working in a manner similar to that described in Example 28, but starting with ethyl 2-anilinoacetate (2.2 g), 2-[3-(3-methylphenyl)ureido]acetic acid (2.6 g) and thionyl chloride (1.50 g), and after recrystallization in isopropanol, ethyl 2-{2-[3-(3-methylphenyl)ureido]-N-phenylacetamido}acetate (2 g), m.p. 181° C., is obtained.

Workup

  1. customafter recrystallization in isopropanol

Sources & evidence

ORD record
ord-7864be9e59f74d86975acbc748be2265
Source dataset
uspto-grants-1993_06
Patent number
US05223529

Reaction notes

Loading…