1,3-Dibromopropane → HCID 12855290, compound

HRID 1156787Notes

Reaction equation

HRID 1156787 reaction equation
[K].[NH:2]1[CH2:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].[Br:9][CH2:10][CH2:11][CH2:12]Br>CN(C)C=O>[Br:9][CH2:10][CH2:11][CH2:12][N:4]1[C:5](=[O:7])[CH2:6][NH:2][C:3]1=[O:8]

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 10006HydantoinHCID 5462222Potassium

Product 1

HCID 12855290HCID 12855290, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The potassium salt of 2,4-imidazolinedione (hydantoin; 5.5 g, 0.04 mole; prepared as in Example 44) was reacted with 1,3-dibromopropane (14.3 ml, 0.14 mole) in 50 ml of dimethylformamide for 16 hours at room temperature and then for 2 hours at reflux. The reaction mixture was filtered, evaporated to dryness, and the residue recrystallized from isopropyl alcohol (950 mg, m.p. 103°-106° C., m/e 222/220).

Workup

  1. temperaturefor 2 hours at reflux
  2. filtrationThe reaction mixture was filtered
  3. customevaporated to dryness
  4. customthe residue recrystallized from isopropyl alcohol (950 mg, m.p. 103°-106° C., m/e 222/220)

Sources & evidence

ORD record
ord-a982666cb3df43a584539bba101c7302
Source dataset
uspto-grants-1982_06
Patent number
US04337250

Reaction notes

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