Dimethylformamide → HCID 54311333, compound

HRID 728774Notes

Reaction equation

HRID 728774 reaction equation
S(O[C:6]1(O)[CH:15]2[CH:10]([CH2:11][CH2:12][CH2:13][CH2:14]2)[CH2:9][CH2:8][CH2:7]1)(=O)(=O)C.CN(C)C=[O:20].[N-:22]=[N+:23]=[N-:24].[Na+]>O>[N:22]([CH:7]1[CH2:8][CH2:9][CH:10]2[CH:15]([CH2:14][CH2:13][CH:12]([OH:20])[CH2:11]2)[CH2:6]1)=[N+:23]=[N-:24]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 54057647Decalindiol monomesylate

Product 1

HCID 54311333HCID 54311333, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

24.8 g (0.1 mole) of decalindiol monomesylate (XI) in 1 1 of dimethylformamide were heated together with 65 g (1 mole) of sodium azide and 100 ml of water for 5 hours at 90°-100° C. After cooling, the mixture was poured into 2 1 of water and extracted with methyl tert-butyl ether, and the organic extracts were washed with sodium chloride solution, dried over Na2SO4 and evaporated down under reduced pressure.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with methyl tert-butyl ether
  3. washthe organic extracts were washed with sodium chloride solution
  4. dry with materialdried over Na2SO4
  5. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-e5ee57badd5f4ec5a75a115e504bd9d0
Source dataset
uspto-grants-1991_09
Patent number
US05051409

Reaction notes

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