Butyl iodide → HCID 19919793, compound

HRID 1033127Notes

Reaction equation

HRID 1033127 reaction equation
[CH2:1]([N:5]1[C:6](=[O:40])[NH:7][C:8](=[O:39])/[C:9]/1=[CH:10]/[C:11]1[N:15]=[C:14]([CH2:16][CH2:17][CH2:18][CH3:19])[N:13]([C:20]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:12]=1)[CH2:2][CH2:3][CH3:4].C([O-])([O-])=O.[K+].[K+].I[CH2:48][CH2:49][CH2:50][CH3:51]>CN(C=O)C.CCOCC>[CH2:1]([N:5]1[C:6](=[O:40])[N:7]([CH2:48][CH2:49][CH2:50][CH3:51])[C:8](=[O:39])/[C:9]/1=[CH:10]/[C:11]1[N:15]=[C:14]([CH2:16][CH2:17][CH2:18][CH3:19])[N:13]([C:20]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:12]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 3

HCID 10962Butyl iodideHCID 11430Potassium CarbonateHCID 67787192HCID 67787192, compound

Product 1

HCID 19919793HCID 19919793, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of Z-1-butyl-5-[[2-butyl-3-(triphenylmethyl)-3H-imidazol-5-yl]methylene]-2,4-imidazolidinedione (1.20 g, 2.26 mmol) in DMF (5 mL) was added K2CO3 (1.56 g, 11.3 mmol) and then 1-iodobutane (0.344 mL, 3.02 mmol). The mixture was stirred for 16 hours and then diluted with ether and washed with water and brine. After drying over MgSO4 the product was isolated by chromatography on silica eluting with 80% petroleum ether 20% ethyl acetate.

Workup

  1. washwashed with water and brine
  2. dry with materialAfter drying over MgSO4 the product
  3. customwas isolated by chromatography on silica eluting with 80% petroleum ether 20% ethyl acetate

Sources & evidence

ORD record
ord-264d638d3bcb41d6907c39dcb08da195
Source dataset
uspto-grants-1994_05
Patent number
US05308853

Reaction notes

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