Dimethylformamide → HCID 12669660, compound

HRID 1448566Notes

Reaction equation

HRID 1448566 reaction equation
[CH3:1][C:2]1[NH:3][C:4](=[O:18])[C:5]([C:16]#[N:17])=[C:6]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:8](=[O:15])[C:7]=12.IC.[C:21](=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:1][C:2]1[N:3]([CH3:21])[C:4](=[O:18])[C:5]([C:16]#[N:17])=[C:6]2[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:8](=[O:15])[C:7]=12

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 12669654HCID 12669654, compound

Product 1

HCID 12669660HCID 12669660, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 20 parts of 3,9-dihydro-1-methyl-3,9-dioxo-2H-indeno[2,1-c]pyridine-4-carbonitrile, 114 parts of iodomethane, 15 parts of potassium carbonate, and 475 parts of N,N-dimethylformamide is heated at 55°-60° for 2 hours, then diluted with 1500 parts of water. The precipitate which forms is filtered off, dried in air, and crystallized from a mixture of methanol and N,N-dimethylformamide to give 3,9-dihydro-1,2-dimethyl-3,9-dioxo-2H-indeno[2,1-c]-pyridine-4-carbonitrile melting at 271°-273.5°. The product has the formula ##STR13##

Workup

  1. temperatureis heated at 55°-60° for 2 hours
  2. filtrationThe precipitate which forms is filtered off
  3. customdried in air
  4. customcrystallized from a mixture of methanol and N,N-dimethylformamide

Sources & evidence

ORD record
ord-7e40b33e57af4106b5248dafddbfab83
Source dataset
uspto-grants-1979_12
Patent number
US04180666

Reaction notes

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