Water → HCID 19023477, compound

HRID 2108163Notes

Reaction equation

HRID 2108163 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]2[C:21](=[O:22])[C:20]3[CH:23]=[CH:24][C:25]([N+:27]([O-])=O)=[CH:26][C:19]=3[S:18]2(=[O:31])=[O:30])[CH2:9][CH2:8]1.Cl[Sn]Cl.O>Cl>[N:3]1[CH:4]=[CH:5][CH:6]=[N:1][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][N:17]2[C:21](=[O:22])[C:20]3[CH:23]=[CH:24][C:25]([NH2:27])=[CH:26][C:19]=3[S:18]2(=[O:30])=[O:31])[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 962WaterHCID 24479Stannous ChlorideHCID 13365963HCID 13365963, compound

Product 1

HCID 19023477HCID 19023477, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

0.03 mol of 2-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-6-nitro-1,2-benzoisothiazol-3(2H)one 1,1-dioxide is dissolved in 50 ml of concentrated hydrochloric acid, and a solution of 0.13 mol of SnCl2.2 H2O in 100 ml of concentrated hydrochloric acid is added. After the exothermic reaction is complete, the mixture is stirred for 30 minutes. The mixture is poured onto ice, filtered and the crystals are washed with water. After treatment with dilute sodium hydroxide solution, the base is extracted by shaking with methylene chloride, the solvent is evaporated off and the product is obtained as colourless crystals. Yield: 71% of theory; melting point: 150°-151° C.

Workup

  1. customAfter the exothermic reaction
  2. additionThe mixture is poured onto ice
  3. filtrationfiltered
  4. washthe crystals are washed with water
  5. extractionAfter treatment with dilute sodium hydroxide solution, the base is extracted
  6. stirringby shaking with methylene chloride
  7. customthe solvent is evaporated off
  8. customthe product is obtained as colourless crystals

Sources & evidence

ORD record
ord-8aa76c28c5e949b687de59fbb225ee5b
Source dataset
uspto-grants-1990_06
Patent number
US04937343

Reaction notes

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