Chloral → Cyclohexanecarboxylic acid (2,2,2-trichloroethylidene)hydrazide

HRID 1660560Notes

Reaction equation

HRID 1660560 reaction equation
[CH:1]1([C:7]([NH:9][NH2:10])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:11][C:12]([Cl:16])([Cl:15])[CH:13]=O>C1C=CC=CC=1>[Cl:11][C:12]([Cl:16])([Cl:15])[CH:13]=[N:10][NH:9][C:7]([CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:8]

Participants

4

Reactant 2

HCID 6407ChloralHCID 240039Cyclohexanecarbohydrazide

Product 1

HCID 54364795Cyclohexanecarboxylic acid (2,2,2-trichloroethylidene)hydrazide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
5 °C

Procedure

Cyclohexanecarboxylic acid (2,2,2-trichloroethylidene)hydrazide was prepared by refluxing a solution containing 23.0 grams (0.162 mol) of cyclohexanecarboxylic acid hydrazide and 44.2 grams (0.3 mol) of trichloroacetaldehyde in 300 ml milliliters of benzene. Water was removed as formed. After 3 hours, the reaction mixture was concentrated to a volume of 100 milliliters, diluted with 500 milliliters of hexane, chilled to 5° C., and filtered to yield 34 grams of the desired hydrazide as a white solid, melting point 178°-180° C.

Workup

  1. temperatureby refluxing a solution
  2. customWater was removed
  3. customas formed
  4. concentrationthe reaction mixture was concentrated to a volume of 100 milliliters
  5. additiondiluted with 500 milliliters of hexane
  6. filtrationfiltered

Sources & evidence

ORD record
ord-01b8ef81ef8a4feea8ccefe927127787
Source dataset
uspto-grants-1981_12
Patent number
US04308389

Reaction notes

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