Hydrochloric Acid → HCID 178522688, compound

HRID 255601Notes

Reaction equation

HRID 255601 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([C:17]([NH:19][C:20]2[NH:24][N:23]=[N:22][N:21]=2)=[O:18])[C:9](=[O:16])[N:10]2[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]2)=[O:5])C.[OH-].[Na+].Cl>CN(C)C=O>[C:4]([C:6]1[CH:7]=[C:8]([C:17]([NH:19][C:20]2[NH:21][N:22]=[N:23][N:24]=2)=[O:18])[C:9](=[O:16])[N:10]2[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]2)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469096HCID 178469096, compound

Product 1

HCID 178522688HCID 178522688, compoundYield 61.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of 1-ethoxycarbonyl-N-(1H-tetrazol5-yl)-4H-quinolizin-4-one-3-carboxamide (500 mg) in N,N-dimethylformamide (5 ml) was added 1N aqueous sodium hydroxide (6 ml) at room temperature and the mixture was heated at 100° C. for an hour. After cooling to 0° C., the mixture was acidified to pH 2 with 6N hydrochloric acid and the precipitate was filtered and washed with water to give 1-carboxy-N-(1H-tetrazol-5-yl)-4H-quinolizin-4-one-3-carboxamide (280 mg).

Workup

  1. temperatureAfter cooling to 0° C.
  2. filtrationthe precipitate was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-d7fbfecf26c049c0a78632d62ebad27e
Source dataset
uspto-grants-1987_10
Patent number
US04698349

Reaction notes

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