Diisopropylaniline → HCID 10982967, compound

HRID 2235983Notes

Reaction equation

HRID 2235983 reaction equation
[Br:1][C:2]1[C:11]2[C:6]3=[C:7]([C:12]([O:14][C:15](=[O:16])[C:5]3=[CH:4][CH:3]=1)=O)[CH:8]=[CH:9][CH:10]=2.[CH:17]([C:20]1[CH:26]=[CH:25][CH:24]=[C:23]([CH:27]([CH3:29])[CH3:28])[C:21]=1[NH2:22])([CH3:19])[CH3:18]>CN1CCCC1=O.C([O-])(=O)C.[Zn+2].C([O-])(=O)C>[Br:1][C:2]1[C:11]2[C:6]3=[C:7]([C:12](=[O:14])[N:22]([C:21]4[C:23]([CH:27]([CH3:28])[CH3:29])=[CH:24][CH:25]=[CH:26][C:20]=4[CH:17]([CH3:19])[CH3:18])[C:15](=[O:16])[C:5]3=[CH:4][CH:3]=1)[CH:8]=[CH:9][CH:10]=2

Participants

5

Reactant 2

HCID 32484DiisopropylanilineHCID 664931H,3H-Naphtho(1,8-cd)pyran-1,3-dione, 6-bromo-

Product 1

HCID 10982967HCID 10982967, compoundYield 60.1%

Reagents, catalysts & solvents 2

HCID 11192Zinc AcetateCatalystHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

27.7 g of 4-bromonaphthalene-1,8-dicarboxylic anhydride, 19.0 g of 2,6-diisopropylaniline and 9.2 g of anhydrous zinc acetate in 65 ml of N-methylpyrrolidone were heated at 200° C. for 3 hours. After cooling, the precipitate formed was filtered off, washed and dried to give 26.2 g of 4-bromo-N-(2,6-diisopropylphenyl)naphthalene-1,8-dicarboximide having a melting point of 277° C.

Workup

  1. temperatureAfter cooling
  2. customthe precipitate formed
  3. filtrationwas filtered off
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-b9e6eece754a481bb46ef5fdc9544694
Source dataset
uspto-grants-2010_05
Patent number
US07714044B2

Reaction notes

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