Sodium Iodide → HCID 21274459, compound

HRID 1382222Notes

Reaction equation

HRID 1382222 reaction equation
Cl[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1.[C:14]([N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)(=O)[CH3:15].[I-].[Na+].C(=O)(O)[O-].[Na+]>C(O)CCC>[N:17]1[CH:14]=[CH:15][C:14]([N:17]2[CH2:22][CH2:21][N:20]([CH2:2][CH2:3][C:4]3[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=3)[CH2:19][CH2:18]2)=[CH:15][CH:18]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 837951-AcetylpiperazineHCID 516892Sodium BicarbonateHCID 6765244-(2-chloroethyl)benzenesulfonamide

Product 1

HCID 21274459HCID 21274459, compoundYield 69.6%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 4-(2-chloroethyl)benzenesulphonamide (2.00 g), 1-acetylpiperazine (1.17 g), sodium iodide (1.37 g) and sodium bicarbonate (0.84 g) in n-butanol was heated under reflux with stirring for 66 hours. The mixture was cooled slightly and filtered. The filtrate was allowed to stand and the solid that crystallised out was filtered off and recrystallised from ethyl acetate/methanol to give the title compound (1.10 g), m.p. 203°-204.5° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureThe mixture was cooled slightly
  4. filtrationfiltered
  5. customthe solid that crystallised out
  6. filtrationwas filtered off
  7. customrecrystallised from ethyl acetate/methanol

Sources & evidence

ORD record
ord-5233c832157144278b6c21dc2bd74d3a
Source dataset
uspto-grants-1989_02
Patent number
US04806536

Reaction notes

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