Chloroacetaldehyde → HCID 178419976, compound

HRID 463689Notes

Reaction equation

HRID 463689 reaction equation
[CH:1]1[C:14]2[C:13](=[N:15][NH:16][C:17]([NH2:19])=[S:18])[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:20]([O-])(=O)[CH3:21].[Na+].ClCC=O>CO>[S:18]1[CH:21]=[CH:20][N:19]=[C:17]1[NH:16][N:15]=[C:13]1[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[NH:6][C:5]2[C:14]1=[CH:1][CH:2]=[CH:3][CH:4]=2

Participants

5

Reactant 3

HCID 33ChloroacetaldehydeHCID 517045Sodium AcetateHCID 178514173HCID 178514173, compound

Product 1

HCID 178419976HCID 178419976, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6.24 g of 9-acridanone thiosemicarbazone, 3.5 g of sodium acetate and 5.2 ml of chloroacetaldehyde (50 percent aqueous solution) in 200 ml of methanol are heated to boiling under reflux for 6 hours. After evaporation of the solvent, the residue is treated with water. The precipitated product is filtered and washed successively with water, a small amount of ethanol, ether and petroleum ether. There is obtained 9-acridanone (2-thiazolyl)hydrazone of melting point 208°-210° (decomposition).

Workup

  1. temperatureunder reflux for 6 hours
  2. customAfter evaporation of the solvent
  3. additionthe residue is treated with water
  4. filtrationThe precipitated product is filtered
  5. washwashed successively with water

Sources & evidence

ORD record
ord-cd6ebd0f6614407185375ce68a94805a
Source dataset
uspto-grants-1985_10
Patent number
US04544659

Reaction notes

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