Phenethylamine → HCID 4262649, compound

HRID 1585766Notes

Reaction equation

HRID 1585766 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[O:10][C:8](=O)[C:7]2=[CH:13][CH:14]=1)([O-:3])=[O:2].[CH2:15]([NH2:23])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[C:17]1([CH2:16][CH2:15][N:23]2[C:11](=[O:12])[C:6]3=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:14][CH:13]=[C:7]3[C:8]2=[O:10])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 1001PhenethylamineHCID 2309764-Nitrophthalic acid anhydride

Product 1

HCID 4262649HCID 4262649, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 4-nitrophthalic anhydride (18 g, 93.3 mmol) and phenethylamine (11.5 g, 95 mmol) in toluene (250 mL) was heated to reflux. After 2.5 h, the mixture was concentrated to solid residue, which was triturated and filtered to yield the title compound (24.5 g, 89%). Mp 142-3° C.

Workup

  1. temperaturewas heated to reflux
  2. concentrationthe mixture was concentrated to solid residue, which
  3. customwas triturated
  4. filtrationfiltered

Sources & evidence

ORD record
ord-32928e25719f44958c0662daa148e58e
Source dataset
uspto-grants-1999_08
Patent number
US05939412

Reaction notes

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