Phenethylamine → HCID 4262649, compound

HRID 1938769Notes

Reaction equation

HRID 1938769 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-26fb1fc58ffb4dc7bb9f9a044ef0724d
Source dataset
uspto-grants-1997_12
Patent number
US05693636

Reaction notes

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