Nicotinic Acid → HCID 71001872, compound

HRID 1530183Notes

Reaction equation

HRID 1530183 reaction equation
[C:1]([OH:9])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.[C:10]1([CH3:17])[C:11]([CH3:16])=[CH:12][CH:13]=[CH:14][CH:15]=1.C(C(CCCC)C[NH2:22])C>O>[CH2:11]([CH:10]([CH2:15][CH2:14][CH2:13][CH3:12])[CH2:17][C:3]1[N:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:1]([NH2:22])=[O:9])[CH3:16]

Participants

5

Reactant 3

HCID 938Nicotinic AcidHCID 7237O-Xylene2×HCID 77192-Ethylhexylamine

Product 1

HCID 71001872HCID 71001872, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
210 °C

Procedure

Nicotinic acid (75 g, 0.61 mmoles) and 20 g of xylene were charged to a reactor that is equipped with a sub-surface nitrogen flow, a Dean-Stark trap filled with 20 g of xylene, and a mechanical stirrer. 2-Ethylhexylamine (86.2 g, 0.67 moles) was added to this mixture dropwise. The mixture was heated to up to 210° C. and held until about 9 mL of water collected in the Dean-Stark trap. The mixture was then vacuum stripped to provide a dark residue that contained about 12.1% nitrogen and had infra-red bands at 3300, 1636.7, 1542.1, and 706 cm−1.

Workup

  1. customis equipped with a sub-surface nitrogen flow
  2. customcollected in the Dean-Stark trap
  3. customto provide a dark residue

Sources & evidence

ORD record
ord-a27070cc680b4a59976d3fc2464379e7
Source dataset
uspto-grants-2015_07
Patent number
US09090847B2

Reaction notes

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