Sodium → HCID 19075380, compound

HRID 256952Notes

Reaction equation

HRID 256952 reaction equation
[Na].[C:2]([OH:7])(=[O:6])[C:3]([OH:5])=[O:4].Cl[C:9]1[C:10]([C:14]2[CH2:15][N:16]([CH3:20])[CH2:17][CH2:18][CH:19]=2)=[N:11][S:12][N:13]=1>C(O)CCCCCC>[C:2]([OH:7])(=[O:6])[C:3]([OH:5])=[O:4].[CH2:2]([O:7][C:9]1[C:10]([C:14]2[CH2:15][N:16]([CH3:20])[CH2:17][CH2:18][CH:19]=2)=[N:11][S:12][N:13]=1)[CH2:3][CH2:9][CH2:10][CH2:14][CH2:19][CH3:18]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 19075340HCID 19075340, compound

Product 1

HCID 19075380HCID 19075380, compound

Reagents, catalysts & solvents 1

HCID 8129HeptanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of sodium (120 mg, 5 mmol) in 1-heptanol (10 ml) was added 3-(4-chloro-1,2,5-thiadiazol-3-yl)-1,2,5,6-tetrahydro-1-methylpyridine oxalate (310 mg, 1 mmol). The reaction mixture was stirred at 50° C. for 18 h. After evaporation the residue was dissolved in water and extracted with ethyl acetate. The ethyl acetate phase was dried and evaporated to give an oil. Crystallization as the oxalate salt from acetone gave the title compound. Yield: 270 mg (70%). (M.p. 152° C.; M+ : 295; Compound 21).

Workup

  1. customAfter evaporation the residue
  2. dissolutionwas dissolved in water
  3. extractionextracted with ethyl acetate
  4. dry with materialThe ethyl acetate phase was dried
  5. customevaporated
  6. customto give an oil
  7. customCrystallization as the oxalate salt from acetone

Sources & evidence

ORD record
ord-d63added27484da4936d8af01243d6ae
Source dataset
uspto-grants-1993_11
Patent number
US05260311

Reaction notes

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