Methylamine → 3-(1,2-Dihydro-2-naphthalenyl)-1-methyl-2,5-pyrrolidinedione

HRID 46500Notes

Reaction equation

HRID 46500 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]1[CH:11]1[CH2:15][C:14](=[O:16])[O:13][C:12]1=O.[CH3:18][NH2:19]>O>[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]1[CH:11]1[CH2:15][C:14](=[O:16])[N:19]([CH3:18])[C:12]1=[O:13]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 20387363Dihydro-3-(1,2-dihydro-2-naphthalenyl)-2,5-furandione

Product 1

HCID 203873593-(1,2-Dihydro-2-naphthalenyl)-1-methyl-2,5-pyrrolidinedione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

60 g of the above anhydride is added portionwise to a stirred 500 ml portion of aqueous methylamine. After addition is complete, the mixture is heated to boil off water and excess amine, ultimately to 210°-220° to complete the cyclization and form the title A compound.

Workup

  1. additionAfter addition
  2. temperaturethe mixture is heated
  3. customultimately to 210°-220°
  4. customform the title A compound

Sources & evidence

ORD record
ord-4078e06ce38445eea78205e8999ebf4e
Source dataset
uspto-grants-1979_11
Patent number
US04173640

Reaction notes

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