Hydrochloric Acid → 4,7-Dihydro-4,7-dioxo-6-ethoxy-1-ethyl-1H-cyclohepta[b]pyridine-2-carboxylic Acid

HRID 66140Notes

Reaction equation

HRID 66140 reaction equation
C([O:3][C:4]([C:6]1[N:11]([CH2:12][CH3:13])[C:10]2[CH:14]=[CH:15][C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[CH:18][C:9]=2[C:8](=[O:23])[CH:7]=1)=[O:5])C.Cl>>[O:23]=[C:8]1[CH:7]=[C:6]([C:4]([OH:5])=[O:3])[N:11]([CH2:12][CH3:13])[C:10]2[CH:14]=[CH:15][C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[CH:18][C:9]1=2

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 538039614,7-dihydro-4,7-dioxo-6-ethoxy-1-ethyl-1H-cyclohepta[b]pyridine-2-carboxylic acid ethyl ester

Product 1

HCID 227556434,7-Dihydro-4,7-dioxo-6-ethoxy-1-ethyl-1H-cyclohepta[b]pyridine-2-carboxylic Acid

Procedure

A mixture of 4,7-dihydro-4,7-dioxo-6-ethoxy-1-ethyl-1H-cyclohepta[b]pyridine-2-carboxylic acid ethyl ester (8.2 g, described in Example 7) and 19% hydrochloric acid (246 ml) is refluxed for 30 min and cooled to room temperature. The crystalline precipitate is collected and washed with water to give the title compound, mp 227°-228° C.

Workup

  1. temperatureis refluxed for 30 min
  2. customThe crystalline precipitate is collected
  3. washwashed with water

Sources & evidence

ORD record
ord-56a48252e6cf48029f9004ca345d63f1
Source dataset
uspto-grants-1978_12
Patent number
US04130649

Reaction notes

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