Methyl iodide → HCID 178503995, compound

HRID 1818965Notes

Reaction equation

HRID 1818965 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]([NH2:19])=[S:18])=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:21]I>CC(C)=O>[C:1]([O:5][C:6](=[O:20])[NH:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:17](=[NH:19])[S:18][CH3:21])=[CH:14][CH:15]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 22981179HCID 22981179, compound

Product 1

HCID 178503995HCID 178503995, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution of compound 79.2 (1.5 mmol) and methyl iodide (6.0 mmol) in acetone (15.0 mL) was stirred at 40° C. overnight. The solvent was removed and the residue was dried in vacuo to give {2-[4-(2-methyl-isothioureido)-phenyl]-ethyl}-carbamic acid tert-butyl ester (compound 79.3) in quantitative yield. 1H NMR (CD3OD, 400 MHz): δ 7.40 (d, J=7.8 Hz, 2H), 7.28 (d, J=8.3 Hz, 2H), 3.30 (t, J=7.1 Hz, 2H), 2.82 (t, J=7.1 Hz, 2H), 2.73 (s, 3H) ppm; EIMS (m/z): 310.1 (M++H).

Workup

  1. customThe solvent was removed
  2. customthe residue was dried in vacuo

Sources & evidence

ORD record
ord-24b00fb3c30046038aad4d346326308b
Source dataset
uspto-grants-2009_10
Patent number
US07601725B2

Reaction notes

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