Salicylaldehyde → HCID 136139912, compound

HRID 1659865Notes

Reaction equation

HRID 1659865 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH3:7])=[N:5][N:6]=1.[CH:8](=O)[C:9]1[C:10](=[CH:12][CH:13]=[CH:14][CH:15]=1)[OH:11]>>[CH3:1][C:2]1[S:3][C:4]([CH:7]=[CH:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[OH:11])=[N:5][N:6]=1

Participants

3

Reactant 2

HCID 6998SalicylaldehydeHCID 969221,3,4-Thiadiazole, 2,5-dimethyl-

Product 1

HCID 136139912HCID 136139912, compound

Conditions

Temperature
150 °C

Procedure

570 g (5 moles) of 2,5-dimethyl-1,3,4-thiadiazole and 275 g (2.5 moles) of salicylaldehyde are mixed and the mixture is slowly heated to 150° C. whilst passing nitrogen through it. The mixture is kept at 150° C. for 30 hours and is then cooled, the excess 2,5-dimethyl-1,3,4-thiadiazole is distilled off and the residue is recrystallized from methylglycol. 304 g (56% of theory) of yellow crystals of melting point 253°-254° C. are obtained.

Workup

  1. temperatureis then cooled
  2. distillationthe excess 2,5-dimethyl-1,3,4-thiadiazole is distilled off
  3. customthe residue is recrystallized from methylglycol
  4. custom304 g (56% of theory) of yellow crystals of melting point 253°-254° C. are obtained

Sources & evidence

ORD record
ord-16fe359c50f34367a65686e5c592db26
Source dataset
uspto-grants-1981_12
Patent number
US04305950

Reaction notes

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