Hydrochloric Acid → HCID 21282637, compound

HRID 414086Notes

Reaction equation

HRID 414086 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[N:8][N:9]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])[C:10]=1[O:11][CH3:12])=[O:5])C.[OH-].[Na+].[Na].Cl>C(O)C.O>[Cl:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH2:13][N:9]1[C:10]([O:11][CH3:12])=[C:6]([C:4]([OH:5])=[O:3])[N:7]=[N:8]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 5360545SodiumHCID 54545221HCID 54545221, compound

Product 1

HCID 21282637HCID 21282637, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

3.3 g (11.2 mmol) of 1-(o-chlorobenzyl)-5-methoxy-1H-1,2,3-triazole-4-carboxylic acid ethyl ester are dissolved in 50 ml of warm ethanol and, after the addition of 15 ml of 1N sodium hydroxide solution, heated for 1 hour under reflux. The precipitated sodium salt is dissolved by the addition of 250 ml of water and then acidified with 15 ml of 2N hydrochloric acid. The precipitated product is filtered off with suction and washed with water. In this manner there is obtained 1-(o-chlorobenzyl)-5-methoxy-1H-1,2,3-triazole-4-carboxylic acid having a melting point of 130°-135° (with decarboxylation).

Workup

  1. temperatureheated for 1 hour
  2. temperatureunder reflux
  3. filtrationThe precipitated product is filtered off with suction
  4. washwashed with water

Sources & evidence

ORD record
ord-f3087a2256db4272b20289607f5d2588
Source dataset
uspto-grants-1988_12
Patent number
US04789680

Reaction notes

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