Dimethylformamide → HCID 20569499, compound

HRID 224233Notes

Reaction equation

HRID 224233 reaction equation
CN(C)C=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.S([O-])([O-])(=O)=O.[Na+].[Na+].[Br:27][C:28]1[CH:29]=[C:30]([NH:36][C:37](=[O:43])/[CH:38]=[CH:39]\[C:40]([OH:42])=O)[CH:31]=[C:32]([Br:35])[C:33]=1[OH:34]>O>[Br:27][C:28]1[CH:29]=[C:30]([N:36]2[C:37](=[O:43])[CH:38]=[CH:39][C:40]2=[O:42])[CH:31]=[C:32]([Br:35])[C:33]=1[OH:34]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 14812Phosphorus oxide (P4O10)HCID 24436Sodium SulfateHCID 70581565HCID 70581565, compound

Product 1

HCID 20569499HCID 20569499, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a reactor, 70 ml of dimethylformamide, 8.3 g (0.058 moles) of phosphorus pentoxide and 7.1 g (0.05 moles) of sodium sulfate were charged, to which 36.5 g (0.10 mole) of N-(3,5-dibromo-4-hydroxyphenyl) maleamic acid were gradually added at 25° C. with vigorous stirring. Thereafter, the reaction was continued at 60° C. for 3 hours. After cooling to room temperature, the resulting reaction mixture was added with water to precipitate N-(3,5-dibromo-4-hydroxyphenyl) maleimide in the form of crystals. The crystals were then separated by filtration, washed with water and dried to obtain 26.3 g (0.0757 moles) of N-(3,5-dibromo-4-hydroxyphenyl) maleimide (yield 75.7%).

Workup

  1. additionwere gradually added at 25° C. with vigorous stirring
  2. customthe resulting reaction mixture
  3. customto precipitate N-(3,5-dibromo-4-hydroxyphenyl) maleimide in the form of crystals
  4. customThe crystals were then separated by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-6c75faba1bf74204bf3c1ae3827f22d3
Source dataset
uspto-grants-1980_11
Patent number
US04231934

Reaction notes

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