1,2-Dichloroethane → 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

HRID 924688

Reaction equation

HRID 924688 reaction equation
[OH-].[Na+].[CH2:3](Cl)[CH2:4][Cl:5].C(O)(=O)CC[C@H](NC(C1C=CC(NCC2N=[C:33]3[C:26](N=[C:28]([NH:30][C:31]3=O)[NH2:29])=[N:25][CH:24]=2)=CC=1)=O)C(O)=O.[CH3:39]S(C)=O>Cl>[ClH:5].[CH3:39][N:25]([CH3:24])[CH2:26][CH2:33][CH2:31][N:30]=[C:28]=[N:29][CH2:3][CH3:4]

Participants

6

Procedure

A solution of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC*HCl) and FA in anhydrous DMSO was prepared and stirred at room temperature until FA was well dissolved (1 h). Chitosan was dissolved in 0.1 M hydrochloric acid, to produce a solution with a concentration of 1 mg/ml, and then adjusted to pH 5.5 with 0.10 M sodium hydroxide solution. After the dropwise addition of EDC*HCl (m=5.1 mg in 1 ml distilled water) to the chitosan solution (V=20 ml), the reaction mixture was stirred for 10 min. Then folic acid (m=8.5 mg in dimethyl sulfoxide, V=1 ml) was added to the reaction mixture. The resulting mixture was stirred at room temperature in the dark for 24 h. It was brought to pH 9.0 by drop wise addition of diluted aqueous NaOH and was washed three times with aqueous NaOH, and once with distilled water. The polymer was isolated by lyophilization.

Workup

  1. dissolutionwas well dissolved (1 h)
  2. customto produce a solution with a concentration of 1 mg/ml
  3. stirringthe reaction mixture was stirred for 10 min
  4. stirringThe resulting mixture was stirred at room temperature in the dark for 24 h
  5. washwas washed three times with aqueous NaOH
  6. customThe polymer was isolated by lyophilization

Sources & evidence

ORD record
ord-d9ab5486d0b3478fada59d61e09c5658
Source dataset
uspto-grants-2016_03
Patent number
US09283285B2

Linked notes

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