Hydrochloric Acid → HCID 21442760, compound

HRID 328615Notes

Reaction equation

HRID 328615 reaction equation
[C:1]([C:9]1[C:13]([CH3:14])=[C:12]([CH3:15])[S:11][C:10]=1[N:16]1[C:20]([CH2:21][Cl:22])=[N:19][C:18]([C:23]([O:25]CC)=[O:24])=[N:17]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[OH-].[Na+].Cl>O>[C:1]([C:9]1[C:13]([CH3:14])=[C:12]([CH3:15])[S:11][C:10]=1[N:16]1[C:20]([CH2:21][Cl:22])=[N:19][C:18]([C:23]([OH:25])=[O:24])=[N:17]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 21442744HCID 21442744, compound

Product 1

HCID 21442760HCID 21442760, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 0.3 g. of ethyl 1-(3-benzoyl-4,5-dimethyl-2-thienyl)-5-chloromethyl-1H-1,2,4-triazole-3-carboxylate in 5 ml. of methanol is added 1 ml. of 2N-sodium hydroxide. After the mixture is stirred for 1 hour at room temperature, the resulting solution is neutralized with 2N-hydrochloric acid, then diluted with water and extracted with chloroform. After the chloroform layer is washed with water and dried over sodium sulfate, the solvent is evaporated. Recrystallization of the residue from methanol yields 1-(3-benzoyl-4,5-dimethyl-2-thienyl)-5-chloromethyl-1H-1,2,4-triazole-3-carboxylic acid as crystals melting at 162° to 163° C.

Workup

  1. extractionextracted with chloroform
  2. washAfter the chloroform layer is washed with water
  3. dry with materialdried over sodium sulfate
  4. customthe solvent is evaporated
  5. customRecrystallization of the residue from methanol

Sources & evidence

ORD record
ord-47dccd6502e54d28bf3cce6759e263c1
Source dataset
uspto-grants-1977_04
Patent number
US04017620

Reaction notes

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