Methyl iodide → HCID 69206035, compound

HRID 551205Notes

Reaction equation

HRID 551205 reaction equation
[O:1]=[S:2]1(=[O:19])[NH:7][CH2:6][CH2:5][CH2:4][N:3]1[C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][C:9]=1[CH3:18].[K].[CH3:21]C(C)([O-])C.CI>CN(C=O)C>[O:19]=[S:2]1(=[O:1])[N:7]([CH3:21])[CH2:6][CH2:5][CH2:4][N:3]1[C:8]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][C:9]=1[CH3:18]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 50987170Potassium tertbutoxideHCID 67048477HCID 67048477, compound

Product 1

HCID 69206035HCID 69206035, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

400 mg (1.41 mmol) methyl 4-(1,1-dioxo-[1,2,6]-thiadiazinan-2-yl)-3-methyl-benzoate dissolved in 4 ml DMF at 40° C. are combined with 240 mg (2.14 mmol) potassium-tert.-butoxide and 96 μl (1.54 mmol) methyl iodide and stirred for 5 hours at 40° C. The reaction solution is evaporated down i. vac., combined with water and the aqueous phase is extracted with ethyl acetate. The combined organic phases are dried over sodium sulphate and evaporated down i. vac.

Workup

  1. customThe reaction solution is evaporated down i
  2. extractionthe aqueous phase is extracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over sodium sulphate
  4. customevaporated down i

Sources & evidence

ORD record
ord-6beba93ce93247e08e4b91047da0823d
Source dataset
uspto-grants-2011_05
Patent number
US07947700B2

Reaction notes

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