Ammonium Hydroxide → HCID 15488322, compound

HRID 1941259Notes

Reaction equation

HRID 1941259 reaction equation
[C:1]12[C:18](=[O:19])O[C:15](=[O:16])[C:13]3=[C:14]1[C:5](=[CH:6][C:7]1[C:12]3=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH:4]=[CH:3][CH:2]=2.[OH-].[NH4+:21]>>[C:15]1(=[O:16])[C:13]2[C:14]3[C:5](=[CH:4][CH:3]=[CH:2][C:1]=3[C:18](=[O:19])[NH:21]1)[CH:6]=[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:12]1=2

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 13155836HCID 13155836, compound

Product 1

HCID 15488322HCID 15488322, compoundYield 86%

Procedure

1.51 g (6 mmol) of anthracene-1,9-dicarboxylic acid anhydride was treated with 10 ml of ammonium hydroxide (28%). After refluxing for 16 hours the solid was collected, washed with water, dried in vacuo, and crystallized from dimethylformamide-water to give 1.3 g (86%) of 1,2-dihydro-3H-dibenz[de,h]isoquinoline-1,3-dione. M.p. 310° C.

Workup

  1. temperatureAfter refluxing for 16 hours the solid
  2. customwas collected
  3. washwashed with water
  4. customdried in vacuo
  5. customcrystallized from dimethylformamide-water

Sources & evidence

ORD record
ord-732362beb8504f15a93fd7f14f4e1172
Source dataset
uspto-grants-1997_12
Patent number
US05703089

Reaction notes

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