Piperazine → HCID 12852332, compound

HRID 544364Notes

Reaction equation

HRID 544364 reaction equation
C(Cl)(Cl)Cl.C1(C)C=CC(S(O[CH2:15][CH:16]2[S:28][C:20]3=[N:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[N:19]3[CH2:18][CH2:17]2)(=O)=O)=CC=1.[NH:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1>O>[N:30]1([CH2:15][CH:16]2[S:28][C:20]3=[N:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=4[N:19]3[CH2:18][CH2:17]2)[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 6212ChloroformHCID 12852324HCID 12852324, compound

Product 1

HCID 12852332HCID 12852332, compoundYield 51.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 30 ml of chloroform were dissolved 3 g of 3,4-dihydro-2-p-toluenesulfonyloxymethyl-2H-(1,3)-thiazino[3,2-a]benzimidazole and 10 g of piperazine. The resultant solution was refluxed for 18 hours. The reaction mixture was cooled, added with water and then extracted with chloroform, followed by washing the chloroform layer and dried over anhydrous magnesium sulfate. Chloroform was evaporated under reduced pressure and the residue was chromatographed on silica gel and eluted with chloroform to obtain 1.2 g (Yield: 51%) of the intended product, m.p. 151°-153° C.; IR νmaxKBr cm-1 : 3600-3000, 3100-2800, 1420; Anal. Calcd. for C15H20N4S: C, 62.47; L H, 6.99; N, 19.43; S, 11.11; Found: C, 62.41; H, 7.01; N, 19.70; S, 10.88.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with chloroform
  3. washby washing the chloroform layer
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customChloroform was evaporated under reduced pressure
  6. customthe residue was chromatographed on silica gel
  7. washeluted with chloroform

Sources & evidence

ORD record
ord-44f676704e514785b84458152be89fd7
Source dataset
uspto-grants-1984_05
Patent number
US04450109

Reaction notes

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