HCID 13121306, compound → HCID 20503833, compound

HRID 1702461Notes

Reaction equation

HRID 1702461 reaction equation
C([O:3][C:4]([C:6]1[C:7](=[O:18])[C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12](=[O:17])[C:9]=2[NH:10][CH:11]=1)=[O:5])C>Cl>[O:18]=[C:7]1[C:6]([C:4]([OH:5])=[O:3])=[CH:11][NH:10][C:9]2[C:12](=[O:17])[CH:13]=[CH:14][CH:15]=[CH:16][C:8]1=2

Participants

3

Reactant 1

HCID 13121306HCID 13121306, compound

Product 1

HCID 20503833HCID 20503833, compoundYield 89.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 4,9-dihydro-4,9-dioxo-1H-cyclohepta[b]pyridine-3-carboxylic acid ethyl ester (5.5 g, described in example 2) and 5% aqueous HCl (v/v, 100 ml) was heated at reflux for 2 hr. The reaction mixture was cooled. The precipitate was collected and washed with water and acetone to give 4.38 g of the title compound, nmr (DMSO-d6) δ7.5 (m, 4H), 8.55 (s, 1H), 8.95 (broad, 1H), 10.8 (s, 1H).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hr
  3. temperatureThe reaction mixture was cooled
  4. customThe precipitate was collected
  5. washwashed with water and acetone

Sources & evidence

ORD record
ord-e81013ca4049449fa6fa3739bc759179
Source dataset
uspto-grants-1983_04
Patent number
US04381304

Reaction notes

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