Sodium Iodide → HCID 86595859, compound

HRID 346492Notes

Reaction equation

HRID 346492 reaction equation
Br[CH:2]([C:4]1[N:8]=[C:7]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[S:6][N:5]=1)[CH3:3].[C-:17]#[N:18].[Na+].[Na+].[I-]>CN(C=O)C>[C:17]([CH:2]([C:4]1[N:8]=[C:7]([NH:9][C:10](=[O:16])[O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[S:6][N:5]=1)[CH3:3])#[N:18]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 8929Sodium CyanideHCID 86595860HCID 86595860, compound

Product 1

HCID 86595859HCID 86595859, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

DMF was added to tert-butyl [3-(1-bromoethyl)-1,2,4-thiadiazol-5-yl]carbamate (1.9 mmol), NaCN (1.1 eq) and NaI (1 eq). The reaction mixture was stirred for 30 min at 140° C. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. Standard work-up and recrystallization from EtOH afforded tert-butyl [3-(1-cyanoethyl)-1,2,4-thiadiazol-5-yl]carbamate.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe solvent was removed under reduced pressure
  3. customStandard work-up and recrystallization from EtOH

Sources & evidence

ORD record
ord-fcdf4224fb2f4dbc9790699d98331949
Source dataset
uspto-grants-2007_02
Patent number
US07173030B2

Reaction notes

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