Methyl iodide → HCID 23342009, compound

HRID 27744Notes

Reaction equation

HRID 27744 reaction equation
[O:1]=[C:2]1[NH:15][CH:14]=[C:5]2[S:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[NH:9][C:4]2=[C:3]1[C:16]#[N:17].IC.[C:20](=O)([O-])[O-].[K+].[K+]>O>[CH3:20][N:15]1[C:2](=[O:1])[C:3]([C:16]#[N:17])=[C:4]2[C:5]([S:6][C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[NH:9]2)=[CH:14]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 125702342,3-dihydro-3-oxo-5H-pyrido[3,4-b][1,4]benzothiazine-4-carbonitrile

Product 1

HCID 23342009HCID 23342009, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 24 parts of 2,3-dihydro-3-oxo-5H-pyrido[3,4-b][1,4]benzothiazine-4-carbonitrile, 14 parts of iodomethane and 14 parts of potassium carbonate is stirred at room temperature for 21/4 hours, then diluted with 2 volumes of water. The precipitate which forms is filtered out, dried in vacuo, and recrystallized from acetonitrile to give yellow needles of 2,3-dihydro-2-methyl-3-oxo-5H-pyrido[3,4-b][1,4]benzothiazine-4-carbonitrile melting at 292°-295° with decomposition.

Workup

  1. filtrationThe precipitate which forms is filtered out
  2. customdried in vacuo
  3. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-775ee796490e4339afe97ea56b7abc6d
Source dataset
uspto-grants-1980_09
Patent number
US04223136

Reaction notes

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