Dichloromethane → HCID 86677164, compound

HRID 1429399Notes

Reaction equation

HRID 1429399 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].C1OCCOCCOCCOCCOC1.CS(O[CH:25]([CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[CH2:26][CH2:27][CH2:28][C:29]1[CH:38]=[CH:37][CH:36]=[CH:35][C:30]=1[C:31]([O:33][CH3:34])=[O:32])(=O)=O.C(Cl)Cl>CN(C=O)C>[N:1]([CH:25]([CH2:39][C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1)[CH2:26][CH2:27][CH2:28][C:29]1[CH:38]=[CH:37][CH:36]=[CH:35][C:30]=1[C:31]([O:33][CH3:34])=[O:32])=[N+:2]=[N-:3]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 33557Sodium AzideHCID 3633615-Crown-5HCID 86677163HCID 86677163, compound

Product 1

HCID 86677164HCID 86677164, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
85 °C

Procedure

Sodium azide (1 g, 15.4 mmol) and 15-crown-5 (0.17 g, 0.77 mmol) were added to a stirred solution of 30e (2.9 g, 7.7 mmol) in DMF (60 mL). The mixture was heated at 85° C. for 24 h under argon atmosphere. Then DCM (300 mL) was added, the solution was washed with a saturated NaHCO3 solution (2×150 mL) and brine (3×200 mL), and dried over Na2SO4. After removal of the solvent under reduced pressure, the desired product was obtained as yellow oil, which was used without further purification in the next step.

Workup

  1. washthe solution was washed with a saturated NaHCO3 solution (2×150 mL) and brine (3×200 mL)
  2. dry with materialdried over Na2SO4
  3. customAfter removal of the solvent under reduced pressure

Sources & evidence

ORD record
ord-fa6fe0fe7b46429ebe2df7c0742f961b
Source dataset
uspto-grants-2015_01
Patent number
US08940722B2

Reaction notes

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