Ethyl 3-isocyanatopropanoate → 3-{3-[5-(4-Dimethylsulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-ureido}-propionic acid ethyl ester

HRID 1092943Notes

Reaction equation

HRID 1092943 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([N:17]([CH3:19])[CH3:18])(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[C:5]([CH3:7])[N:6]=1.[N:20]([CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[C:21]=[O:22]>>[CH2:28]([O:27][C:25](=[O:26])[CH2:24][CH2:23][NH:20][C:21]([NH:1][C:2]1[S:3][C:4]([C:8]2[CH:9]=[CH:10][C:11]([S:14](=[O:15])(=[O:16])[N:17]([CH3:18])[CH3:19])=[CH:12][CH:13]=2)=[C:5]([CH3:7])[N:6]=1)=[O:22])[CH3:29]

Participants

3

Reactant 2

HCID 2733373Ethyl 3-isocyanatopropanoateHCID 858617264-(2-Amino-4-methyl-thiazol-5-yl)-N,N-dimethyl-benzenesulfonamide

Product 1

HCID 865984013-{3-[5-(4-Dimethylsulfamoyl-phenyl)-4-methyl-thiazol-2-yl]-ureido}-propionic acid ethyl ester

Procedure

Using 4-(2-amino-4-methyl-thiazol-5-yl)-N,N-dimethyl-benzenesulfonamide (Example 24a) (0.083 g, 0.28 mmol) and replacing ethyl isocyanatoacetate with ethyl 3-isocyanatopropionate (0.05 ml, 0.34 mmol) in the above reaction affords the title compound.

Workup

  1. customin the above reaction

Sources & evidence

ORD record
ord-d19bef745b0049aca21e53775599ca1c
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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