Dimethylformamide → HCID 86745467, compound

HRID 1534322Notes

Reaction equation

HRID 1534322 reaction equation
[C:1]([OH:12])(=[O:11])[C:2]12S[C:3]1([CH:5]1S[CH:6]1[CH:7]=[CH:8]2)[OH:4].C(S)[C@@H:14]([OH:19])[C@@H:15](O)[CH2:16]S.C(N([CH2:26][CH3:27])CC)C.CN(C=[O:32])C>>[C:1]([C:2]1[CH:8]=[C:7]([CH2:16][CH2:15][C:14]([O:19][CH2:26][CH3:27])=[O:32])[CH:6]=[CH:5][C:3]=1[OH:4])([OH:12])=[O:11]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 86745468HCID 86745468, compoundHCID 86745469HCID 86745469, compound

Product 1

HCID 86745467HCID 86745467, compound

Procedure

To the salicylic acid disulfide (3) was added DTE triethylamine at a molar ratio of 1:1:1.1. The entire solution was diluted with dried DMF to a final disulfide concentration of 0.2M. The solution was adjusted to pH 10 and argon was bubbled through the solution for 1.5 hours. The pH was then adjusted to 7. Argon was again bubbled through 3-5 minutes. The solution was capped and left stirring at 4° overnight.

Workup

  1. customwas bubbled through the solution for 1.5 hours
  2. customArgon was again bubbled through 3-5 minutes
  3. customThe solution was capped
  4. waitleft

Sources & evidence

ORD record
ord-7fc6db16b3ac42d383a6ff52b36ee575
Source dataset
uspto-grants-1992_02
Patent number
US05089388

Reaction notes

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