Water → HCID 12852336, compound

HRID 1164398Notes

Reaction equation

HRID 1164398 reaction equation
C(Cl)(Cl)Cl.[N:5]1([CH2:11][CH:12]2[S:24][C:16]3=[N:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[N:15]3[CH2:14][CH2:13]2)[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.[CH2:25]([N:27]([CH2:30][CH3:31])[CH2:28][CH3:29])[CH3:26].[OH2:32]>>[S:24]1[C:16]2=[N:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[N:15]2[CH2:14][CH2:13][CH:12]1[CH2:11][N:5]1[CH2:10][CH2:9][N:8]([CH2:26][C:25]([N:27]2[CH2:30][CH2:31][CH2:29][CH2:28]2)=[O:32])[CH2:7][CH2:6]1

Participants

5

Reactant 4

HCID 962WaterHCID 6212ChloroformHCID 8471TriethylamineHCID 12852332HCID 12852332, compound

Product 1

HCID 12852336HCID 12852336, compoundYield 41%

Procedure

To 20 ml of chloroform was dissolved 1.0 g of 3,4-dihydro-2-piperazinomethyl-2H-(1,3)-thiazino[3,2-a]benzimidazole, followed by the addition of 0.4 g of 1-chloroacetylpyrrolidine under ice-cooling conditions. Thereafter, 0.5 ml of triethylamine was added dropwise. The mixture was stirred at room temperature for 8 hours. After the completion of the reaction, the reaction mixture was added with water and then extracted with chloroform. The resultant chloroform layer was 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 0.57 g (Yield: 41%) of the intended product, m.p. 159°-162° C.;

Workup

  1. temperaturecooling conditions
  2. customAfter the completion of the reaction
  3. extractionextracted with chloroform
  4. dry with materialThe resultant chloroform layer was dried 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-9ac00d17fafc49a798d5eeca2aa55a2d
Source dataset
uspto-grants-1983_01
Patent number
US04369309

Reaction notes

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