Nicotinic Acid → HCID 178418543, compound

HRID 1464554Notes

Reaction equation

HRID 1464554 reaction equation
C[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.C(O)(=[O:18])C1C=CC=NC=1.[Na].C(O)(=O)C1C=CC=NC=1>>[OH:18][C:4]1[N:3]=[CH:2][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

4

Procedure

The microorganisms with the designation Ki101 (DSM 6920) were incubated in 800 ml of mineral salt medium (Table 1 below) with addition of 8 mmol of 6-methylnicotinic acid in a 1 l Fernbach flask at 30° C. on a shaker at 100 rpm. The inoculum was 5 percent (v/v). After 5 days, the OD650 was about 0.5. Then the cells were harvested and washed once with 50 m molar phosphate buffer, pH 7.0. Then the cells were resuspended in 20 ml of 50 mM of phosphate buffer, pH 7.0 containing 200 mg (1.38 mmol) of nicotinic acid-sodium salt. The OD650 was 20. After 6 hours incubation on a shaker at 30° C., no more nicotinic acid could be detected by thin-layer chromatography. Then the biomass was centrifuged off and the supernatant acidified to pH 2.5 to precipitate the 2-hydroxynicotinic acid. No contamination in the isolated product could be detected by 1H-NMR (DMSO) analysis. Altogether 140 mg (1 mmol) of 2-hydroxynicotinic acid corresponding to a yield of 72 percent relative to nicotinic acid could be isolated.

Workup

  1. washwashed once with 50 m molar phosphate buffer, pH 7.0
  2. waitAfter 6 hours incubation on a shaker at 30° C.
  3. customto precipitate the 2-hydroxynicotinic acid

Sources & evidence

ORD record
ord-0eecfff92da1448cbb5a29cab5022040
Source dataset
uspto-grants-1994_04
Patent number
US05306630

Reaction notes

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