Potassium Hydroxide → HCID 54007829, compound

HRID 1416219Notes

Reaction equation

HRID 1416219 reaction equation
[NH2:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.Cl.[N:9]1([CH2:15][CH2:16][CH2:17]Cl)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[OH-].[K+]>CO>[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:17][CH2:16][CH2:15][N:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)=[N:5][N:6]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 79624N-(3-chloropropyl)piperidine hydrochlorideHCID 178509208HCID 178509208, compound

Product 1

HCID 54007829HCID 54007829, compoundYield 57.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Amino-5-mercapto-1,3,4-thiadiazole (13.3 g), piperidinopropylchloridehydrochloride (18.4 g), and potassium hydroxide (11.2 g) were stirred in methanol (300 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 13.9 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-f9e8ba8d5955480d87bed3b527211bd3
Source dataset
uspto-grants-1999_06
Patent number
US05912258

Reaction notes

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