Hydrochloric Acid → HCID 178427258, compound

HRID 47426Notes

Reaction equation

HRID 47426 reaction equation
C[O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[C:7]([CH3:15])[CH:6]=1)=[S:4].[OH-].[Na+].Cl>CO>[CH3:15][C:7]1[CH:6]=[C:5]([C:3]([OH:2])=[S:4])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86759355HCID 86759355, compound

Product 1

HCID 178427258HCID 178427258, compoundYield 104.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Methylthioquinoline-4-carboxylic acid methyl ester (0.40 g) in methanol:2N sodium hydroxide (2:1, 45 ml) was heated at 60° C. until all solid had dissolved. Volume of solvent was reduced to (15 ml) at reduced pressure and acidified with 2N HCl (16 ml). The precipitated solid was separated by filtration and dried to give the title compound (0.39 g). 1H NMR δ: 2.68 (3H, s), 7.56 (1H, m), 7.75-7.80 (2H, m), 7.96 (1H, d, J=8.2 Hz), 8.55 (1H, d), 13.91 (1H, brs).

Workup

  1. dissolutionhad dissolved
  2. customThe precipitated solid was separated by filtration
  3. customdried

Sources & evidence

ORD record
ord-37c3bdd973ce4691bace20afd7b2a949
Source dataset
uspto-grants-2004_03
Patent number
US06699879B1

Reaction notes

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