Formaldehyde → HCID 21454613, compound

HRID 435911Notes

Reaction equation

HRID 435911 reaction equation
[CH2:1]([N:7]([C:9]([NH:11][C:12]1[S:13][C:14]([S:17]([CH3:19])=[O:18])=[N:15][N:16]=1)=[O:10])[NH2:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH2:20]=O.[OH-].[K+]>CO>[CH2:1]([N:7]1[C:9](=[O:10])[N:11]([C:12]2[S:13][C:14]([S:17]([CH3:19])=[O:18])=[N:15][N:16]=2)[CH2:20][NH:8]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 14797Potassium HydroxideHCID 21454618HCID 21454618, compound

Product 1

HCID 21454613HCID 21454613, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-n-Hexyl-4-(5-methylsulfinyl-1,3,4-thiadiazol-2-yl)-semicarbazide (0.1 mole) dissolved in methanol (100 ml) is charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. Aqueous formaldehyde (0.2 mole; 37% concentration) is then added to the reaction vessel with stirring. Dilute aqueous potassium hydroxide is added to the reaction mixture to adjust the pH to between 7 and 8 and stirring is continued for a period of about 20 minutes resulting in the formation of a solid precipitate. The precipitate is recovered by filtration, is recrystallized and is dried under vacuum to yield the desired product 2-n-hexyl-4-(5-methylsulfinyl-1,3,4-thiadiazol-2-yl)-1,2,4-triazolidin-3-one.

Workup

  1. additionis charged into a glass reaction vessel
  2. customequipped with a mechanical stirrer
  3. stirringstirring
  4. customresulting in the formation of a solid precipitate
  5. filtrationThe precipitate is recovered by filtration
  6. customis recrystallized
  7. customis dried under vacuum

Sources & evidence

ORD record
ord-b8b7a276f3664ddda8d80457b734f5c3
Source dataset
uspto-grants-1977_02
Patent number
US04007031

Reaction notes

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