Sodium Iodide → HCID 18943063, compound

HRID 1450042Notes

Reaction equation

HRID 1450042 reaction equation
[Na+].[I-].C[Si](Cl)(C)C.[CH3:8][C:9]([S:11][C:12]1[C:23]2[O:22][C:21]([CH3:25])([CH3:24])[O:20][C:19]=2[C:18]([C:26]([C:48]2[C:58]3[O:59][C:60]([CH3:63])([CH3:62])[O:61][C:57]=3[C:56]([S:64][C:65]([CH3:67])=[O:66])=[C:50]3[O:51][C:52]([CH3:55])([CH3:54])[O:53][C:49]=23)([C:28]2[C:38]3[O:39][C:40]([CH3:43])([CH3:42])[O:41][C:37]=3[C:36]([S:44][C:45]([CH3:47])=[O:46])=[C:30]3[O:31][C:32]([CH3:35])([CH3:34])[O:33][C:29]=23)O)=[C:17]2[C:13]=1[O:14][C:15]([CH3:69])([CH3:68])[O:16]2)=[O:10].[O-]S(S([O-])=O)=O.[Na+].[Na+]>C(#N)C>[CH3:67][C:65]([S:64][C:56]1[C:50]2[O:51][C:52]([CH3:54])([CH3:55])[O:53][C:49]=2[C:48]([CH:26]([C:18]2[C:19]3[O:20][C:21]([CH3:25])([CH3:24])[O:22][C:23]=3[C:12]([S:11][C:9]([CH3:8])=[O:10])=[C:13]3[O:14][C:15]([CH3:68])([CH3:69])[O:16][C:17]=23)[C:28]2[C:38]3[O:39][C:40]([CH3:42])([CH3:43])[O:41][C:37]=3[C:36]([S:44][C:45]([CH3:47])=[O:46])=[C:30]3[O:31][C:32]([CH3:34])([CH3:35])[O:33][C:29]=23)=[C:58]2[C:57]=1[O:61][C:60]([CH3:63])([CH3:62])[O:59]2)=[O:66]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 24489Sodium DithioniteHCID 86750305HCID 86750305, compound

Product 1

HCID 18943063HCID 18943063, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

NaI (0.15972 g, 1.1256 mmol) and trimethylsilyl chloride (0.142 mL, 1.1256 mmol) were stirred in acetonitrile (50 mL). Tris(8-methylcarbonylthio-2,2,6,6-tetramethylbenzo-[1,2-d:4,5-d']bis(1,3)dioxole-4-yl)methanol (0.1286 g, 0.1407 mmol, Example 49) was added in solid form and the color of the solution became brownish. Na2S2O4 (20 mL, sat.) was added after 60 minutes and the mixture was stirred 5 minutes before separation of the phases. The aqueous phase was extracted with diethyl ether (50 mL), and the combined organic phase was dried (MgSO4) and evaporated, yielding 0.105 g (0.1168 mmol, 83%) of the title compound.

Workup

  1. extractionThe aqueous phase was extracted with diethyl ether (50 mL)
  2. dry with materialthe combined organic phase was dried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-f1d54a49d6a14257b479b47db26bd346
Source dataset
uspto-grants-1997_02
Patent number
US05599522

Reaction notes

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