5-Bromoisatin → HCID 10853541, compound

HRID 981046Notes

Reaction equation

HRID 981046 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=O)[C:5]2=O.[CH3:13][C:14]1[C:19]([CH3:20])=[CH:18][C:17]([NH2:21])=[C:16]([NH2:22])[CH:15]=1>C(O)(=O)C>[CH3:20][C:19]1[CH:18]=[C:17]2[C:16](=[CH:15][C:14]=1[CH3:13])[N:22]=[C:6]1[NH:7][C:8]3[CH:9]=[CH:10][C:2]([Br:1])=[CH:3][C:4]=3[C:5]1=[N:21]2

Participants

4

Reactant 2

HCID 68895-BromoisatinHCID 766354,5-Dimethyl-1,2-phenylenediamine

Product 1

HCID 10853541HCID 10853541, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 22.6 g 5-bromoisatin (0.1 mole), 15.0 g 4,5-dimethyl-o-phenylene diamine (0.11 mole) and 400 ml acetic acid is boiled under reflux for 4 hours. After cooling the product is sucked, washed with ethanol and dried. Yield 29 g, 89%. Recrystallisation from pyridine gives needle shaped crystals with melting point 319°-322° C.

Workup

  1. temperatureunder reflux for 4 hours
  2. temperatureAfter cooling the product
  3. washwashed with ethanol
  4. customdried
  5. customRecrystallisation from pyridine
  6. customgives needle

Sources & evidence

ORD record
ord-64cae312824e47078ffad9555806fc14
Source dataset
uspto-grants-1991_02
Patent number
US04990510

Reaction notes

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