Phthalic Anhydride → HCID 15036624, compound

HRID 1087009Notes

Reaction equation

HRID 1087009 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:7][CH2:8][NH2:9])[S:5][CH:6]=1.[C:10]1(=O)[O:15][C:13](=[O:14])[C:12]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:11]12>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH2:7][CH2:8][N:9]2[C:13](=[O:14])[C:12]3=[CH:16][CH:17]=[CH:18][CH:19]=[C:11]3[C:10]2=[O:15])[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 150366152-(4-Bromothiophen-2-yl)ethan-1-amine

Product 1

HCID 15036624HCID 15036624, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 2(4-bromo-2-thienyl)-ethylamine (37 g) and phthalic anhydride (26.7 g) in glacial acetic acid (500 ml) is heated at reflux over 15 hours. It is concentrated at reduced pressure, the residue is triturated with ethanol and collected. The solid is recrystallized from ethanol to afford N-[2-(4-bromo-2-thienyl)ethyl]-phthalimide, m.p. 115°-117°.

Workup

  1. temperatureis heated
  2. temperatureat reflux over 15 hours
  3. concentrationIt is concentrated at reduced pressure
  4. customthe residue is triturated with ethanol
  5. customcollected
  6. customThe solid is recrystallized from ethanol

Sources & evidence

ORD record
ord-7bd6bd3c275d436181393f1d9f9095c2
Source dataset
uspto-grants-1991_07
Patent number
US05034381

Reaction notes

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