Pyridine → HCID 101438404, compound

HRID 2263451Notes

Reaction equation

HRID 2263451 reaction equation
[CH3:1][CH2:2]/[CH:3]=[CH:4]\[CH2:5][C@H:6]1[C:11]23[C:15](=[CH:16][C:17](=[O:18])[C@:9]([OH:20])([CH2:10]2)[CH2:8][C@H:7]1[CH2:21][C:22]([C@H:24]([OH:35])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33])=[O:23])[NH:14][CH2:13][C@@H:12]3[OH:19].N1C=CC=CC=1.C(OC(=O)C)(=O)C>CS(C)=O>[CH3:1][CH2:2]/[CH:3]=[CH:4]\[CH2:5][C@H:6]1[C:11]23[C:15](=[CH:16][C:17](=[O:18])[C@:9]([OH:20])([CH2:10]2)[CH2:8][C@H:7]1[CH2:21][C:22]([C@@H:24]([OH:35])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]([OH:34])=[O:33])=[O:23])[NH:14][CH2:13][C@@H:12]3[OH:19]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 101438403HCID 101438403, compound

Product 1

HCID 101438404HCID 101438404, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To 20 g of FN-1 in 1 L of DMSO, was added 20 ml of dehydrated pyridine and 1 L of acetic anhydride. The solution was allowed to react for 12 hours. The solution was then allowed to settle and the supernatant fluid was removed by decantation. The residual solution containing a solid on the bottom of the beaker was added to a large amount of doubly distilled, deionized water. Next, the solid was filtered, washed with deionized water three times, and then dried to obtain 25 g of a solid of FN-2 (yield: 88%). 3 g of this FN-2 was dissolved in 100 ml of dimethyl sulfoxide, and the solution was poured in a tray and then dried at 60° C. After 12 hours, the polymer was removed to obtain a free standing film.

Workup

  1. customto react for 12 hours
  2. customthe supernatant fluid was removed by decantation
  3. additionThe residual solution containing a solid on the bottom of the beaker
  4. additionwas added to a large amount
  5. distillationof doubly distilled
  6. filtrationNext, the solid was filtered
  7. washwashed with deionized water three times
  8. customdried

Sources & evidence

ORD record
ord-eeb09502a2324722b88712accd05e8df
Source dataset
uspto-grants-2010_12
Patent number
US07851575B2

Reaction notes

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