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

HRID 1005547Notes

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:37]=[C:38]=[O:39])(=[O:36])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]>>[C:26]([NH:37][C:38](=[O:39])[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:36])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

Participants

Reactant 3

HCID 276Carbamate

HCID 473933(5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl)methanol

HCID 15011855Decanoyl isocyanate

Product 1

HCID 696870865-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl decanoylcarbamateYield 92%

Procedure

The compound 19 (240 mg, 0.695 mmol) was converted to the carbamate with decanoyl isocyanate (205 mg, 1.04 mmol) in the same manner as the example 66 to give the compound 83 (335 mg, 92%) as crystals. Mp. 102-103° C. Rf 0.28 (1:2 EtOAc - hexane).

Sources & evidence

ORD record: ord-96d8775cd9c24d1e8ceff60d93491a16
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06054591

Reaction notes

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