Nicotinic Acid → HCID 86738363, compound

HRID 1065215Notes

Reaction equation

HRID 1065215 reaction equation
Cl.[OH:2][CH:3]1[O:11][C@H:10]([CH2:12][OH:13])[C@@H:8]([OH:9])[C@H:6]([OH:7])[C@H:4]1[NH2:5].[C:14]([OH:22])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1.[OH-].[Na+].OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1N.[Cl-].[Na+]>O>[C:14]([OH:22])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[N:17][CH:16]=1.[NH2:5][C@H:4]([C@H:6]([C@@H:8]([C@@H:10]([CH2:12][OH:13])[OH:11])[OH:9])[OH:7])[CH:3]=[O:2]

Participants

8

Reactant 5

HCID 938Nicotinic Acid3×HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 439213D-GlucosamineHCID 2723635(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride2×

Product 1

HCID 86738363HCID 86738363, compound

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 962WaterSolvent2×

Procedure

10.7 g (0.05 moles) of glucosamine hydrochloride are dissolved in 52 ml of water. 6.3 g (0.051 moles) of nicotinic acid are suspended in 20 ml of water containing one drop of alcohol, and a solution of 2 g (0.05 moles) of sodium hydroxide in 10 ml of water is added dropwise to the suspension, whereupon nicotinic acid dissolves. The resulting solution is admixed with the aqueous solution of glucosamine hydrochloride. 100 g of a slightly yellowish solution are obtained, which contains 15 g of the nicotinic acid salt of glucosamine (equivalent to 6 g of nicotinic acid) and 3 g of sodium chloride. The optical rotation power of the resulting solution is [α]D =+35.8°.

Workup

  1. dissolutiondissolves
  2. custom100 g of a slightly yellowish solution are obtained
  3. custom=+35.8°

Sources & evidence

ORD record
ord-3d5a5f4f9cc74675bc1c34657fd6c414
Source dataset
uspto-grants-1982_05
Patent number
US04329338

Reaction notes

Loading…