Nicotinic Acid → HCID 178512931, compound

HRID 466508Notes

Reaction equation

HRID 466508 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[NH2:10][C@H:11]([C:19]([OH:21])=[O:20])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:18])[NH2:17]>CO.O>[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[NH2:10][C@H:11]([C:19]([OH:21])=[O:20])[CH2:12][CH2:13][CH2:14][NH:15][C:16](=[NH:17])[NH2:18]

Participants

5

Reactant 2

HCID 938Nicotinic AcidHCID 178418600HCID 178418600, compound

Product 1

HCID 178512931HCID 178512931, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

307.5g (2.5 mol) of nicotinic acid in 400 ml aqueous methanol are added to a suspension of 435 g (2.5 mol) of arginine base in 400 ml water. The resulting mixture is heated for one hour to form a solution which is concentrated in vacuo. The resulting yellow, oil residue is recrystallized from 1.5 l ethylacetate. The crystals are collected and then resuspended in diethylether. Thereafter, the crystals are recollected, washed with diethylether and dried in vacuo at 50 degrees C. Consequently, 450 g (61%) of arginine nicotinate are derived, having a melting point of between 163°-166 degrees C.

Workup

  1. temperatureThe resulting mixture is heated for one hour
  2. customto form a solution which
  3. concentrationis concentrated in vacuo
  4. customThe resulting yellow, oil residue is recrystallized from 1.5 l ethylacetate
  5. customThe crystals are collected
  6. washwashed with diethylether
  7. customdried in vacuo at 50 degrees C
  8. customof between 163°-166 degrees C

Sources & evidence

ORD record
ord-bd8fba83ee72456894b1793ad6e68de9
Source dataset
uspto-grants-1992_10
Patent number
US05157022

Reaction notes

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