Chloral → HCID 13193057, compound

HRID 371252Notes

Reaction equation

HRID 371252 reaction equation
[O:1]=[CH:2][C:3]([Cl:6])([Cl:5])[Cl:4].[N:7]1([C:12]2([C:15](=[O:17])[CH3:16])CC2)[CH:11]=[N:10][CH:9]=[N:8]1.[C:18]([O-])(=O)[CH3:19].[Na+]>C(O)(=O)C>[Cl:4][C:3]([Cl:6])([Cl:5])[CH:2]([OH:1])[CH:12]([N:7]1[CH:11]=[N:10][CH:9]=[N:8]1)[C:15]([CH:16]1[CH2:19][CH2:18]1)=[O:17]

Participants

5

Reactant 3

HCID 6407ChloralHCID 517045Sodium AcetateHCID 20273554HCID 20273554, compound

Product 1

HCID 13193057HCID 13193057, compoundYield 57.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
42 °C

Procedure

14.8 g (0.1 mol) of chloral were added dropwise to 7.6 g (0.05 mol) of 1,2,4-triazol-1-yl-acetyl-cyclopropane, 7.5 g of glacial acetic acid and 4.1 g (0.05 mol) of sodium acetate, the internal temperature increasing to approx. 42° C. The reaction mixture was stirred for 5 hours at 80° C. and for 12 hours at room temperature, and was then introduced onto water. The resulting precipitate was filtered off under suction and recrystallized from toluene. 8.6 g (57.6% of theory) of 1,1,1-trichloro-2-hydroxy-3-(1,2,4-triazol-1-yl)-4-cyclopropyl-butan-4-one of melting point 173° to 175° C. were obtained.

Workup

  1. additionwas then introduced onto water
  2. filtrationThe resulting precipitate was filtered off under suction
  3. customrecrystallized from toluene

Sources & evidence

ORD record
ord-2f55f401c1704340b59dfccb3a44bde0
Source dataset
uspto-grants-1985_07
Patent number
US04530715

Reaction notes

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