Potassium Hydroxide → HCID 43581883, compound

HRID 2189978Notes

Reaction equation

HRID 2189978 reaction equation
C[O:2][C:3](=[O:18])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][S:13](=[O:17])(=[O:16])[CH2:12][CH2:11]2)=[N:6][CH:5]=1.[OH-].[K+]>CO>[O:17]=[S:13]1(=[O:16])[CH2:12][CH2:11][N:10]([C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:18])=[O:2])=[CH:5][N:6]=2)[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 68511562HCID 68511562, compound

Product 1

HCID 43581883HCID 43581883, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 6-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-nicotinic acid methyl ester (156 mg, 0.577 mmol) in methanol (10 mL) was added aqueous KOH (3M, 1.2 mL, 3.463 mmol) and the mixture was heated at 70° C. for 12 h. The methanol was evaporated, water was added and the mixture acidified to pH=6 with 2N HCl. The water was evaporated and the residue dried in high vacuum to give 6-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-nicotinic acid which was used crude for the next step.

Workup

  1. customThe methanol was evaporated
  2. additionwater was added
  3. customThe water was evaporated
  4. customthe residue dried in high vacuum

Sources & evidence

ORD record
ord-c10c3ffbf7144f99acb106b0de701898
Source dataset
uspto-grants-2012_12
Patent number
US08324250B2

Reaction notes

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