Thionyl Chloride → HCID 19002046, compound

HRID 2259958Notes

Reaction equation

HRID 2259958 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[NH:10][CH2:11][C:12]([OH:14])=O)[CH:5]=[CH:6][CH:7]=1.[Cl:16][C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[NH:24][CH2:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27].S(Cl)(Cl)=O>>[Cl:16][C:17]1[C:22]([Cl:23])=[CH:21][CH:20]=[CH:19][C:18]=1[N:24]([CH2:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[C:12](=[O:14])[CH2:11][NH:10][C:9]([NH:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[CH:3]=1)=[O:15]

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 149969602-{[(3-Methylphenyl)carbamoyl]amino}acetic acidHCID 19002030HCID 19002030, compound

Product 1

HCID 19002046HCID 19002046, compoundYield 12.9%

Procedure

Using a procedure similar to that described in Example 17, but starting with 2-[3-(3-methylphenyl)ureido]acetic acid (1.04 g), tert-butyl 2-[(2,3-dichlorophenyl)amino]acetate (1.4 g) and sulphinyl chloride (0.6 g), and after recrystallisation in acetonitrile, tert-butyl 2-{N-(2,3-dichlorophenyl)-2-[3 -(3-methylphenyl)ureido]acetamido}acetate (0.3 g), m.p. 135° C., is obtained.

Workup

  1. customafter recrystallisation in acetonitrile

Sources & evidence

ORD record
ord-784f988426024c20a663285730dcb9d7
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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