Potassium Hydroxide → HCID 39101713, compound

HRID 1416217Notes

Reaction equation

HRID 1416217 reaction equation
[NH2:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.Cl.[CH:9]([N:12]([CH2:16][CH2:17]Cl)[CH:13]([CH3:15])[CH3:14])([CH3:11])[CH3:10].[OH-].[K+]>CO>[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:17][CH2:16][N:12]([CH:13]([CH3:15])[CH3:14])[CH:9]([CH3:11])[CH3:10])=[N:5][N:6]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 779422-Chloroethyldiisopropylammonium chlorideHCID 178509208HCID 178509208, compound

Product 1

HCID 39101713HCID 39101713, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Amino-5-mercapto-1,3,4-thiadiazole (4.0 g), diisopropylaminoethylchloridehydrochloride (6.0 g), and potassium hydroxide (3.4 g) were stirred in methanol (100 ml) overnight at room temperature. The reaction mixture was concentrated under a vacuum. The residue, with water added thereto, was extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride, and then concentrated under a vacuum. The resulting solid was recrystallized from n-hexane/ethanol, thereby yielding 6.1 g of the aimed compound.

Workup

  1. concentrationThe reaction mixture was concentrated under a vacuum
  2. additionThe residue, with water added
  3. extractionwas extracted with ethyl acetate
  4. dry with materialThe extract was dried over sodium sulfate anhydride
  5. concentrationconcentrated under a vacuum
  6. customThe resulting solid was recrystallized from n-hexane/ethanol

Sources & evidence

ORD record
ord-0fae0e0d3f3847b5a4206118dbe3cc49
Source dataset
uspto-grants-1999_06
Patent number
US05912258

Reaction notes

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