Sulfuric Acid → HCID 12669657, compound

HRID 1448569Notes

Reaction equation

HRID 1448569 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.S(=O)(=O)(O)[OH:20]>O>[CH3:1][C:2]1[NH:3][C:4](=[O:18])[C:5]([C:16]([NH2:17])=[O:20])=[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

4

Reactant 2

HCID 1118Sulfuric AcidHCID 12669654HCID 12669654, compound

Product 1

HCID 12669657HCID 12669657, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of approximately 2 parts of 3,9-dihydro-1-methyl-3,9-dioxo-2H-indeno[2,1-c]pyridine-4-carbonitrile, 37 parts of concentrated sulfuric acid, and 1 part of water is heated at 90°-95° for 2 hours, then slowly diluted with 175 parts of water. The precipitate which forms is filtered off, washed with methanol, dried in vacuo, and crystallized from aqueous N,N-dimethylformamide to give 3,9-dihydro-1-methyl-3,9-dioxo-2H-indeno[2,1-c]pyridine-4-carboxamide as a pale yellow solid melting above 300°. The product has the formula ##STR17##

Workup

  1. temperatureis heated at 90°-95° for 2 hours
  2. filtrationThe precipitate which forms is filtered off
  3. washwashed with methanol
  4. customdried in vacuo
  5. customcrystallized from aqueous N,N-dimethylformamide

Sources & evidence

ORD record
ord-b12fdbe1ba7644a4bcc93d591ae79470
Source dataset
uspto-grants-1979_12
Patent number
US04180666

Reaction notes

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