Hydrochloric Acid → HCID 12831725, compound

HRID 1706962Notes

Reaction equation

HRID 1706962 reaction equation
Cl.[C:2]([C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:11]=1[N:17]1[C:21]([CH2:22][Cl:23])=[N:20][C:19]([C:24]([OH:26])=[O:25])=[N:18]1)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:27]O>>[CH3:27][O:25][C:24]([C:19]1[N:20]=[C:21]([CH2:22][Cl:23])[N:17]([C:11]2[CH:12]=[CH:13][C:14]([Cl:16])=[CH:15][C:10]=2[C:2](=[O:9])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:18]=1)=[O:26]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887Methanol2×HCID 12831724HCID 12831724, compound

Product 1

HCID 12831725HCID 12831725, compound

Procedure

224 ml of a 6 N solution of hydrogen chloride in methanol is added to a solution of 112.2 g (0.299 mole) of 1-(2-benzoyl-4-chlorophenyl)-5-(chloromethyl)-1H-1,2,4-triazole-3-carboxylic acid in 1120 ml of methanol, and the whole is refluxed for 21 hours. There is then distilled off 800 ml of methanol at normal pressure, and the concentrated solution is allowed to stand for 18 hours at room temperature. The product that has crystallised out is filtered off under suction and washed with cold methanol and hexane. After drying in vacuo, there is obtained 1-(2-benzoyl-4-chlorophenyl)-5-(chloromethyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester, m.p. 132°-134°.

Workup

  1. temperaturethe whole is refluxed for 21 hours
  2. distillationThere is then distilled off 800 ml of methanol at normal pressure
  3. customThe product that has crystallised out
  4. filtrationis filtered off under suction
  5. washwashed with cold methanol and hexane
  6. customAfter drying in vacuo

Sources & evidence

ORD record
ord-2a31347e347c4755b1609e5daeec3964
Source dataset
uspto-grants-1980_06
Patent number
US04209515

Reaction notes

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