Methyl iodide → HCID 117727793, compound

HRID 1772674Notes

Reaction equation

HRID 1772674 reaction equation
[Br:1][C:2]1[CH:15]=[CH:14][C:5]2[N:6]([CH3:13])[C:7](=[O:12])[NH:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1.[CH3:16]CN(C(C)C)C(C)C.CI>CN(C=O)C.O>[Br:1][C:2]1[CH:15]=[CH:14][C:5]2[N:6]([CH3:13])[C:7](=[O:12])[N:8]([CH3:16])[S:9](=[O:10])(=[O:11])[C:4]=2[CH:3]=1

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 20755355HCID 20755355, compound

Product 1

HCID 117727793HCID 117727793, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 7-bromo-4-methyl-2H-benzo[e][1,2,4]thiadiazin-3(4H)-one 1,1-dioxide (262 mg, 0.902 mmol), in DMF (3 mL), DIEA (233 μL, 1.35 mmol) was added. The resulting mixture was stirred at rt for 10 min and MeI (56.0 μL, 0.902) was added. The reaction mixture was stirred at rt overnight and diluted with 20 mL of water. The solid formed was collected by suction filtration and washed with water (2×20 mL) to obtain compound 41a. Mass Spectrum (LCMS, ESI pos.) Calcd. For C9H9BrN2O3S: 304.9 (M+H). Found 305.0.

Workup

  1. stirringThe reaction mixture was stirred at rt overnight
  2. customThe solid formed
  3. filtrationwas collected by suction filtration
  4. washwashed with water (2×20 mL)

Sources & evidence

ORD record
ord-e0a613f086904da58f5dbad0efd0d892
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

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