Hydrochloric Acid → HCID 66603128, compound

HRID 2263576Notes

Reaction equation

HRID 2263576 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=O)[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.Cl.Cl.[CH3:15][NH:16][NH:17][CH3:18].CCN(CC)CC.Cl>CCO>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:11][CH:12]=1)[C:6](=[O:7])[N:17]([CH3:18])[N:16]([CH3:15])[C:9]2=[O:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 93801,2-Dimethylhydrazine dihydrochlorideHCID 665904-Bromophthalic anhydride

Product 1

HCID 66603128HCID 66603128, compoundYield 43.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 4-bromophthalic anhydride (1.0 g) in EtOH (10 mL) was treated with 1,2,-dimethylhydrazine dihydrochloride (650 mg) and NEt3 (1.35 mL) and heated at reflux during 16 h. The reaction mixture was cooled and diluted into 0.1M HCl (100 mL). The resμLting white solid was collected by filtration, washed with water, and dried in vacuo to give 6-bromo-2,3-dimethyl-2,3-dihydrophthalazine-1,4-dione (516 mg), m.p. 207-209.

Workup

  1. temperatureheated
  2. temperatureat reflux during 16 h
  3. temperatureThe reaction mixture was cooled
  4. filtrationThe resμLting white solid was collected by filtration
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-e777fd22a7704de4a92951f5b0ebd005
Source dataset
uspto-grants-2010_12
Patent number
US07851637B2

Reaction notes

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