Sodium methanethiolate → HCID 69517847, compound

HRID 855060Notes

Reaction equation

HRID 855060 reaction equation
I[CH2:2][C:3]1[CH:4]=[C:5]([CH3:22])[CH:6]=[C:7]2[C:12]=1[O:11][CH:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2.[CH3:23][S-:24].[Na+]>CO>[CH3:22][C:5]1[CH:6]=[C:7]2[C:12](=[C:3]([CH2:2][S:24][CH3:23])[CH:4]=1)[O:11][CH:10]([C:13]([F:16])([F:14])[F:15])[C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 69517689ethyl 8-(iodomethyl)-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Product 1

HCID 69517847HCID 69517847, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

The ethyl 8-(iodomethyl)-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylate prepared as in Example 605e, Step 2 (0.2 g, 0.47 mmole) was dissolved in methanol (4 mL) and cooled to 0° C. (ice bath). Sodium thiomethoxide (0.04 g, 0.52 mmole) was added dropwise and stirred for 2 hours at 0° C. The solution was warmed to room temperature and stirred for an additional 2 hours. The reaction was condensed in vacuo to give a yellow oil (0.16 g, 98%). No further purification was performed: GCMS m/z 346.00 (M+).

Workup

  1. temperatureThe solution was warmed to room temperature
  2. stirringstirred for an additional 2 hours
  3. customcondensed in vacuo

Sources & evidence

ORD record
ord-30bc6bc85ce649f98a59e58750e7c783
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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