Dimethyl Sulfoxide → HCID 21837543, compound

HRID 1739795Notes

Reaction equation

HRID 1739795 reaction equation
C1(N=[C:8]=[N:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)CCCCC1.N1[CH:21]=[CH:20][CH:19]=[CH:18]C=1.C[S:23]([CH3:25])=O.FC(F)(F)[C:28](O)=[O:29].C(OCC)(=[O:35])C>C1C=CC=CC=1>[O:29]1[C:12]2[CH:13]=[CH:14][CH:15]=[C:10]([N:9]3[CH2:8][CH2:18][CH:19]([OH:35])[CH2:20][CH2:21]3)[C:11]=2[S:23][CH2:25][CH2:28]1

Participants

7

Reactant 5

HCID 679Dimethyl SulfoxideHCID 1049PyridineHCID 6422Trifluoroacetic acidHCID 8857Ethyl AcetateHCID 10868Dicyclohexylcarbodiimide

Product 1

HCID 21837543HCID 21837543, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

0.35 g of the product of Step 8, 0.87 g of dicyclohexylcarbodiimide, 0.16 ml of pyridine, 4 ml of dimethyl sulphoxide and 7.5 ml of benzene are mixed at 5° C. 0.1 ml of trifluoroacetic acid is added dropwise and the whole is stirred at room temperature for 21 hours. Dilution is carried out with ethyl acetate, and insoluble material is filtered off. The filtrate is washed with water, dried, evaporated and purified on a silica column to yield 0.28 g of the expected title product.

Workup

  1. filtrationis filtered off
  2. washThe filtrate is washed with water
  3. customdried
  4. customevaporated
  5. custompurified on a silica column

Sources & evidence

ORD record
ord-cd832254777d4112b1dec92f5ac2955f
Source dataset
uspto-grants-1999_10
Patent number
US05968954

Reaction notes

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