9-Chloroacridine → HCID 178419977, compound

HRID 463685Notes

Reaction equation

HRID 463685 reaction equation
Cl[C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[CH:14]=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.Br.[NH:17]([C:19]1[S:20][CH2:21][CH2:22][N:23]=1)[NH2:18].C([O-])(=O)C.[Na+]>C(O)C>[S:20]1[CH2:21][CH2:22][NH:23][C:19]1=[N:17][N:18]=[C:2]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:8]=2[NH:9][C:10]2[C:15]1=[CH:14][CH:13]=[CH:12][CH:11]=2

Participants

5

Reactant 3

HCID 710139-ChloroacridineHCID 517045Sodium AcetateHCID 27743032-Thiazolidinone, hydrazone, hydrobromide

Product 1

HCID 178419977HCID 178419977, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.0 g of 9-chloroacridine, 0.926 g of 2-hydrazino-2-thiazoline hydrobromide and 0.767 g of anhydrous sodium acetate are dissolved in 100 ml of dry ethanol, heated to boiling under reflux for 2 hours and the red solution is then evaporated in vacuo. The residue is treated with water and the crystalline mass is filtered under suction. After recrystallization from ethanol, there is obtained 9-acridanone (2-thiazolidinylidene)hydrazone of melting point 212°-216° (decomposition).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. customthe red solution is then evaporated in vacuo
  4. additionThe residue is treated with water
  5. filtrationthe crystalline mass is filtered under suction
  6. customAfter recrystallization from ethanol

Sources & evidence

ORD record
ord-c3605f5043f3452c992a8c5d1410e2d7
Source dataset
uspto-grants-1985_10
Patent number
US04544659

Reaction notes

Loading…