Methyl iodide → 5-Pyrimidinecarbonitrile, 2-amino-4,6-bis(methylthio)-

HRID 1160099Notes

Reaction equation

HRID 1160099 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([SH:8])[C:5]([C:9]#[N:10])=[C:4]([S:11][CH3:12])[N:3]=1.[CH3:13]I>CC(C)=O>[NH2:1][C:2]1[N:3]=[C:4]([S:11][CH3:12])[C:5]([C:9]#[N:10])=[C:6]([S:8][CH3:13])[N:7]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 178503513HCID 178503513, compound

Product 1

HCID 47787545-Pyrimidinecarbonitrile, 2-amino-4,6-bis(methylthio)-

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
80 °C

Procedure

To a 50 mL round-bottomed flask were added 2-Amino-4-mercapto-6-methylsulfanyl-pyrimidine-5-carbonitrile (3:50 mg, 2.5 mmol, 1.0 eq.), methyl iodide (8.2 mmol), and acetone (10 mL). The reaction mixture was heated at 80° C. for 5 min. The precipitate was filtered and gave to white solid. No further purification was necessary (312 mg, 58%). LC-MS: (ES+) m/z 213 (M+1). 1H-NMR, Varian 400 MHz (DMSO-d6) δ 2.52 (s, 3H), 2.46 (s, 3H) ppm

Workup

  1. filtrationThe precipitate was filtered
  2. customgave to white solid
  3. customNo further purification

Sources & evidence

ORD record
ord-f2d527e29eba46c3be9edfa254404242
Source dataset
uspto-grants-2010_10
Patent number
US07816353B2

Reaction notes

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