Methyl iodide → HCID 178504010, compound

HRID 1803181Notes

Reaction equation

HRID 1803181 reaction equation
[I:1][CH3:2].[CH3:3][C:4]1[N:8]=[C:7]([CH3:9])[N:6]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]([NH2:19])=[S:18])=[CH:12][C:11]=2[F:20])[N:5]=1>C(O)C>[IH:1].[CH3:3][C:4]1[N:8]=[C:7]([CH3:9])[N:6]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]([S:18][CH3:2])=[NH:19])=[CH:12][C:11]=2[F:20])[N:5]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 866499211-(4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-fluorophenyl)thiourea

Product 1

HCID 178504010HCID 178504010, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

Step T (4) [80456-011]: Iodomethane (0.281 mL, 4.51 mmol) was added to a solution of 1-(4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-fluorophenyl)thiourea (1.14 g, 4.30 mmol) in absolute ethanol (50 mL). The resulting mixture was heated at 70° C. for 3 h. After cooling to rt, the reaction was concentrated in vacuo. The residual volatiles were removed under high vacuum to afford methyl 4-(3,5-dimethyl-1H-1,2,4-triazol-1-yl)-3-fluorophenylcarbamimidothioate, hydroiodide (1.76 g, 4.32 mmol, 101% yield) as a grey solid. LC-MS (M+H)+ 280.1.

Workup

  1. temperatureAfter cooling to rt
  2. concentrationthe reaction was concentrated in vacuo
  3. customThe residual volatiles were removed under high vacuum

Sources & evidence

ORD record
ord-d61490e222424db29d6b6156fbb211cc
Source dataset
uspto-grants-2013_01
Patent number
US08349880B2

Reaction notes

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