Hydrochloric Acid → Sodium Chloride

HRID 408084Notes

Reaction equation

HRID 408084 reaction equation
[ClH:1].C[N+:3]1(C2N=C(OC)N=C(OC)N=2)[CH2:8][CH2:7][O:6]CC1.[Cl-].[N+]([O-])([O-])=[O:21].[Na+:24].C(O)(C)C.[CH3:29][S:30]([CH3:32])=[O:31]>O>[C:7]([OH:21])(=[O:6])[CH3:8].[NH3:3].[CH3:29][S:30]([CH3:32])=[O:31].[Na+:24].[Cl-:1]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 3776IsopropanolHCID 24268Sodium NitrateHCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride

Product 2

HCID 5234Sodium ChlorideHCID 86657215HCID 86657215, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

HA-TBA prepared in Example 2-2 using HA-Na (50 kDa) as a starting material was dissolved at 10 mg/mL in anhydrous DMSO. Thereafter, the Chol-C2 hydrochloride prepared in Example 1-2 was added to each solution at the ratio relative to HA-TBA units indicated in Table 2 below. Then, DMT-MM was added at the ratio relative to HA-TBA units indicated in Table 2 below and stirred overnight at room temperature. Sodium nitrate was added to the reaction solution to 0.3M, and isopropyl alcohol (IPA) was added. The resulting precipitate was recovered, washed with IPA and ethanol. Thereafter, the precipitate was dissolved in ultrapure water and dialyzed successively against 0.15M NaCl aqueous solution and ultrapure water (SpectraPor 4, molecular weight cutoff (MWCO): 12 k-14 kDa). The resulting dialysate was lyophilized to give HA-C2-Chol as a white solid. HA-C2-Chol can also be obtained by subjecting the above reaction solution to the same treatment as that in Example 2-3-1 (lyophillization of the dialysate obtained by dialysis successively against 0.3M ammonia acetate/DMSO solution, 0.15M NaCl aqueous solution, and ultrapure water). The 1H-NMR spectrum of the product (introduction ratio 8%) as measured under the same conditions as those in Example 2-3-1 is shown in FIG. 7. The introduction ratio of cholesteryl groups relative to HA units calculated according to the formula indicated in Example 2-3-1 is shown in Table 2.

Workup

  1. additionwas added
  2. customThe resulting precipitate was recovered
  3. washwashed with IPA and ethanol
  4. dissolutionThereafter, the precipitate was dissolved in ultrapure water
  5. customdialyzed successively against 0.15M NaCl aqueous solution and ultrapure water (SpectraPor 4, molecular weight cutoff (MWCO): 12 k-14 kDa)
  6. customto give HA-C2-Chol as a white solid
  7. customHA-C2-Chol can also be obtained

Sources & evidence

ORD record
ord-eaa0f9005308436db061abfc3ca55483
Source dataset
uspto-grants-2014_06
Patent number
US08759322B2

Reaction notes

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