Chloral → HCID 12902576, compound

HRID 1578109Notes

Reaction equation

HRID 1578109 reaction equation
[CH3:1][C:2]([CH3:12])([CH3:11])[C:3](=[O:10])[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1.[O:13]=[CH:14][C:15]([Cl:18])([Cl:17])[Cl:16]>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[Cl:16][C:15]([Cl:18])([Cl:17])[CH:14]([OH:13])[CH:4]([N:5]1[CH:9]=[N:8][CH:7]=[N:6]1)[C:3](=[O:10])[C:2]([CH3:12])([CH3:11])[CH3:1]

Participants

5

Reactant 2

HCID 6407ChloralHCID 1008773,3-Dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone

Product 1

HCID 12902576HCID 12902576, compoundYield 32%

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
-5 °C

Procedure

33.4 g (0.2 mol) of 3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one were dissolved in 150 ml of methylene chloride and the solution was cooled to -5° C. 19 g (0.1 mol) of titanium tetrachloride, and then 29.5 g (0.2 mol) of chloral, were slowly added dropwise to this solution. The internal temperature was kept constant at -5° C. during the metering. Thereafter, the mixture was warmed slowly to the reflux and stirred for 3 hours. The reaction solution was poured onto ice and the white curdy precipitate which formed was filtered off. After boiling up in 250 ml of methanol and then drying, 19.9 g (32% of theory) of 1,1,1-trichloro-2-hydroxy-3-(1,2,4-triazol-1-yl)-5,5-dimethyl-hexan-4-one of melting point 220°-222° C. were obtained.

Workup

  1. customwas kept constant at -5° C. during the metering
  2. temperatureThereafter, the mixture was warmed slowly to the
  3. temperaturereflux
  4. additionThe reaction solution was poured onto ice
  5. customthe white curdy precipitate which formed
  6. filtrationwas filtered off
  7. customdrying

Sources & evidence

ORD record
ord-7e001a0b606c4a81a610581a4a5c060a
Source dataset
uspto-grants-1981_09
Patent number
US04291047

Reaction notes

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