Methyl iodide → HCID 178503989, compound

HRID 1861898Notes

Reaction equation

HRID 1861898 reaction equation
[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]([CH3:20])([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][C:17]([NH2:19])=[S:18])[CH:11]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2].[CH3:22][I:23]>C(#N)C>[IH:23].[C:1]([O:5][C:6](=[O:21])[NH:7][C:8]([CH3:9])([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([NH:16][C:17](=[NH:19])[S:18][CH3:22])[CH:11]=1)[CH3:20])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 22981132N-(1-methyl-1-(3-thioureidophenyl)ethyl)carbamic acid t-butyl ester

Product 1

HCID 178503989HCID 178503989, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of the compound (164 mg) obtained in Example 3 and acetonitrile (15 ml) was added methyl iodide (0.1 ml) and the reaction mixture was heated under reflux for 2 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent, chloroform methanol=95:5) to give 130 mg of the titled compound (yield, 54%).

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 2 h
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography (eluent, chloroform methanol=95:5)

Sources & evidence

ORD record
ord-3ed47c29fb7c4d6e85a3e6fd9a00804d
Source dataset
uspto-grants-2003_03
Patent number
US06534546B1

Reaction notes

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