Carbamate → 5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl 4-chlorobenzoylcarbamate

HRID 1005550

Reaction equation

HRID 1005550 reaction equation
[OH:1][CH2:2][C:3]1[N:4]([CH2:20][CH3:21])[C:5]([S:11][C:12]2[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=2)=[C:6]([CH:8]([CH3:10])[CH3:9])[N:7]=1.C(=O)([O-])N.[Cl:26][C:27]1[CH:37]=[CH:36][C:30]([C:31]([N:33]=[C:34]=[O:35])=[O:32])=[CH:29][CH:28]=1>>[Cl:26][C:27]1[CH:37]=[CH:36][C:30]([C:31]([NH:33][C:34](=[O:35])[O:1][CH2:2][C:3]2[N:4]([CH2:20][CH3:21])[C:5]([S:11][C:12]3[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([Cl:19])[CH:13]=3)=[C:6]([CH:8]([CH3:9])[CH3:10])[N:7]=2)=[O:32])=[CH:29][CH:28]=1

Participants

4

Reactant 3

HCID 276CarbamateHCID 473933(5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl)methanolHCID 109211444-Chlorobenzoyl isocyanate

Product 1

HCID 4781905-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl 4-chlorobenzoylcarbamateYield 25%

Procedure

The compound 19 (69 mg, 0.2 mmol) was converted to the carbamate with 4-chlorobenzoyl isocyanate (5 eq.) in the same manner as the example 66 to give the compound 86 (26 mg, 25%) as crystals. Mp. 82-83° C. Rf 0.13 (1:2 EtOAc - hexane).

Sources & evidence

ORD record
ord-d12d56693a184f30bef60edf9d5bb5bf
Source dataset
uspto-grants-2000_04
Patent number
US06054591

Linked notes

Loading…