Carbamate → HCID 69686723, compound

HRID 1005548Notes

Reaction equation

HRID 1005548 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.[C:26]([N:39]=[C:40]=[O:41])(=[O:38])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>>[C:26]([NH:39][C:40](=[O:41])[O: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]([CH3:9])[CH3:10])[N:7]=1)(=[O:38])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]

Participants

4

Reactant 3

HCID 276CarbamateHCID 473933(5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl)methanolHCID 18791977HCID 18791977, compound

Product 1

HCID 69686723HCID 69686723, compoundYield 71%

Procedure

The compound 19 (345 mg, 1.00 mmol) was converted to the carbamate with lauroyl isocyanate (5 eq.) in the same manner as the example 66 to give the compound 84 (430 mg, 71%) as crystals. Mp. 100-102° C. Rf 0.32 (1:2 EtOAc - hexane).

Sources & evidence

ORD record
ord-7283f16218694b28bf4af1d402f5e985
Source dataset
uspto-grants-2000_04
Patent number
US06054591

Reaction notes

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