Sodium Iodide → HCID 70562090, compound

HRID 894372Notes

Reaction equation

HRID 894372 reaction equation
[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[CH2:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16].[I-:19].[Na+]>C(#N)C>[I-:19].[CH3:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N+:6]=1[CH2:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 84462-MethylbenzothiazoleHCID 75362(3-Chloropropyl)trimethylsilane

Product 1

HCID 70562090HCID 70562090, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Methylbenzothiazole (14.9 g, 0.10 moles), 3-chloropropyltrimethylsilane (15.0 g, 0.10 moles) and sodium iodide (15.0 g, 0.10 moles) were all suspended in acetonitrile (250 ml) and with stirring the mixture was heated at reflux for four days. The mixture was filtered while hot to remove sodium chloride, the solid was washed with acetonitrile and the filtrate was concentrated to dryness. The residue was stirred with ether and dried. Yield 916 g (25%) mp 203°-205°.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for four days
  3. filtrationThe mixture was filtered while hot
  4. customto remove sodium chloride
  5. washthe solid was washed with acetonitrile
  6. concentrationthe filtrate was concentrated to dryness
  7. stirringThe residue was stirred with ether
  8. customdried

Sources & evidence

ORD record
ord-e51fd3b929ad413ebf7caf9708695123
Source dataset
uspto-grants-1981_08
Patent number
US04283488

Reaction notes

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