Acridine, 9-chloro-1-nitro- → HCID 178526555, compound

HRID 463688Notes

Reaction equation

HRID 463688 reaction equation
Cl[C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[C:14]([N+:16]([O-:18])=[O:17])=[CH:13][CH:12]=[CH:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.Br.[NH:20]([C:22]1[S:23][CH2:24][CH2:25][N:26]=1)[NH2:21].C([O-])(=O)C.[Na+]>CO>[S:23]1[CH2:24][CH2:25][NH:26][C:22]1=[N:20][N:21]=[C:2]1[C:15]2[C:14]([N+:16]([O-:18])=[O:17])=[CH:13][CH:12]=[CH:11][C:10]=2[NH:9][C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2

Participants

5

Reactant 3

HCID 146341Acridine, 9-chloro-1-nitro-HCID 517045Sodium AcetateHCID 27743032-Thiazolidinone, hydrazone, hydrobromide

Product 1

HCID 178526555HCID 178526555, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.0 g of 9-chloro-1-nitroacridine, 3.8 g of 2-hydrazino-2-thiazoline hydrobromide and 3.17 g of anhydrous sodium acetate are dissolved in 250 ml of dry methanol, heated on a steam-bath for 1 hour and then left to stand overnight. The precipitated material is filtered and recrystallized from methanol. There is obtained 1-nitro-9-acridanone (2-thiazolidinylidene)hydrazone which beings to decompose from 152°.

Workup

  1. temperatureheated on a steam-bath for 1 hour
  2. waitleft
  3. filtrationThe precipitated material is filtered
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-638698b68fe248bb9dc519d196d72156
Source dataset
uspto-grants-1985_10
Patent number
US04544659

Reaction notes

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