Sodium Hydroxide → HCID 12412923, compound

HRID 444311Notes

Reaction equation

HRID 444311 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([N:8]2[N:12]=[C:11]([CH3:13])[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:9]2)[CH:5]=[CH:4][C:3]=1[CH:20]1N(C)C(=O)N(C)C(=O)N1C.[OH-:31].[Na+]>O>[CH3:13][C:11]1[C:10]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[N:9][N:8]([C:6]2[CH:7]=[C:2]([OH:1])[C:3](=[CH:4][CH:5]=2)[CH:20]=[O:31])[N:12]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 56613843HCID 56613843, compound

Product 1

HCID 12412923HCID 12412923, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
102 °C

Procedure

A mixture of 570 g of 6-[2-hydroxy-4-(4-methyl-5-phenyl-1,2,3-triazol-2-yl)-phenyl]-2,4-dioxo-1,3,5-trimethyl-hexahydro-s-triazine, 2,940 ml of water and 560 g of sodium hydroxide is heated for 22 hours at 102° C. It is then cooled to 15° C. and the sodium salt which has separated out is filtered off and introduced into a mixture of 700 g of ice, 700 ml of water and 237 ml of 37% strength hydrochloric acid. After stirring for four hours, the salicylaldehyde produced is filtered off, washed with ice water and dried at 80° C. This gives 353 g of product of melting point 121°-123° C., the product being 98.6% pure, according to analysis. The yield is 89% of theory.

Workup

  1. temperatureIt is then cooled to 15° C.
  2. customthe sodium salt which has separated out
  3. filtrationis filtered off
  4. additionintroduced into a mixture of 700 g of ice, 700 ml of water and 237 ml of 37% strength hydrochloric acid

Sources & evidence

ORD record
ord-b030ca6fb04a4635847c08e05a9d5061
Source dataset
uspto-grants-1981_04
Patent number
US04263435

Reaction notes

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