Toluene → HCID 86701177, compound

HRID 918885Notes

Reaction equation

HRID 918885 reaction equation
CC1S[C:5]([N:7]2[C:12](=[O:13])[CH:11]=[CH:10][C:9]([C:14]([OH:16])=O)=[CH:8]2)=NC=1.S(Cl)([Cl:19])=O.[C:21]1(C)C=[CH:25][CH:24]=[CH:23][CH:22]=1>>[O:13]=[C:12]1[N:7]([C:5]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:8]=[C:9]([C:14]([Cl:19])=[O:16])[CH:10]=[CH:11]1

Participants

4

Reactant 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 68154578HCID 68154578, compound

Product 1

HCID 86701177HCID 86701177, compound

Conditions

Temperature
100 °C

Procedure

After 510 mg (2.15 mmol) of 1-(5-methyl-1,3-thiazole-2-yl)-1,6-dihydro-6-oxo-3-pyridinecarboxylic acid obtained in Example 45-2 was dissolved in 10 mL of toluene, 522 mg (4.30 mmol) of thionylchloride was added to the solution. Afterward, the resulting reaction solution was stirred under reflux at about 100° C. for 2 hours. After termination of the reaction was determined by liquid chromatography, the solvent was removed in vacuo. The resulting solid compound was used in Example 45-4 without an additional purification process.

Workup

  1. customAfterward, the resulting reaction solution
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-f03feb1bc7224c7d8f7ec6bc3f0687d4
Source dataset
uspto-grants-2016_03
Patent number
US09271976B2

Reaction notes

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