Chloroacetaldehyde → 10-Methyl-9-[2-(1,3-thiazol-2-yl)hydrazinylidene]-9,10-dihydroacridine--hydrogen chloride (1/1)

HRID 463691Notes

Reaction equation

HRID 463691 reaction equation
[CH3:1][N:2]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[N:16][NH:17][C:18]([NH2:20])=[S:19])[C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]1=2.[Cl:21][CH2:22][CH:23]=O>CO>[ClH:21].[S:19]1[CH:23]=[CH:22][N:20]=[C:18]1[NH:17][N:16]=[C:9]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=2[N:2]([CH3:1])[C:3]2[C:8]1=[CH:7][CH:6]=[CH:5][CH:4]=2

Participants

4

Reactant 2

HCID 33ChloroacetaldehydeHCID 5201653HCID 5201653, compound

Product 1

HCID 2483272110-Methyl-9-[2-(1,3-thiazol-2-yl)hydrazinylidene]-9,10-dihydroacridine--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.9 g of 10-methyl-9acridanone thiosemicarbazone are suspended in 100 ml of methanol and stirred at 50° for 6 hours with 1.73 ml of chloroacetaldehyde (50percent aqueous solution). The mixture is concentrated, the crystalline product is filtered and washed successively with ethanol, water, ethanol and ether. There is obtained 10-methyl-9-acridanone (2-thiazolyl)hydrazone hydrochloride of melting point 224°-225° (decomposition).

Workup

  1. concentrationThe mixture is concentrated
  2. filtrationthe crystalline product is filtered
  3. washwashed successively with ethanol, water, ethanol and ether

Sources & evidence

ORD record
ord-aa47c8a0a0c044e287f215bea23de30f
Source dataset
uspto-grants-1985_10
Patent number
US04544659

Reaction notes

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