Sulfuric Acid → HCID 136341439, compound

HRID 525925Notes

Reaction equation

HRID 525925 reaction equation
[Cl-:1].[C:2]([C:5]1[C:14](=[O:15])[C:13]2[C:12]([N+]#N)=[C:11]3[O:18]C[O:20][C:10]3=[CH:9][C:8]=2[N:7]([CH2:21][CH3:22])[N:6]=1)([OH:4])=[O:3].S(=O)(=O)(O)O>O>[Cl:1][C:12]1[C:11]([OH:18])=[C:10]([OH:20])[CH:9]=[C:8]2[C:13]=1[C:14](=[O:15])[C:5]([C:2]([OH:4])=[O:3])=[N:6][N:7]2[CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 86732791HCID 86732791, compound

Product 1

HCID 136341439HCID 136341439, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3-Carboxy-1-ethyl-4-oxo-1,4-dihydro-[1,3]dioxolo[4,5-g]cinnoline-5-diazonium chloride (1.85 g, 5.68 mmol) in sulfuric acid (19.98 ml, 187 mmol) was heated at 95° C. for 20 h. Water was added, the precipitates were collected to provide 5-chloro-1-ethyl-6,7-dihydroxy-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid (1.46 g, 5.13 mmol, 90% yield). LCMS: (M+H)+: 285.2

Workup

  1. customthe precipitates were collected

Sources & evidence

ORD record
ord-d91f189bf97a4c12815c0345bab2853a
Source dataset
uspto-grants-2016_05
Patent number
US09340556B2

Reaction notes

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