Chloroethane → HCID 22013325, compound

HRID 1532514Notes

Reaction equation

HRID 1532514 reaction equation
[C:1]1([C:8]2[CH:14]=CC(N)=[CH:10][CH:9]=2)[CH:7]=[CH:6][C:4]([NH2:5])=[CH:3][CH:2]=1.[CH2:15](Cl)[CH3:16].[C:18](Cl)(=[O:22])[C:19]([CH3:21])=[CH2:20].[CH2:24]([N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])[CH3:25]>C(Cl)Cl.O>[C:18]([N:5]([CH2:15][CH3:16])[C:4]1[CH:6]=[CH:7][C:1]([C:8]2[CH:9]=[CH:10][C:24]([N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])=[CH:25][CH:14]=2)=[CH:2][CH:3]=1)(=[O:22])[C:19]([CH3:21])=[CH2:20]

Participants

7

Reactant 4

HCID 6337ChloroethaneHCID 7111BenzidineHCID 8471TriethylamineHCID 13528Methacryloyl chloride

Product 1

HCID 22013325HCID 22013325, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

5.37 g (20 mmol) of N,N,N′-triethylbenzidine obtained by reacting benzidine and 3 equivalents of ethylchloride were dissolved in 50 ml of methylene chloride, and 20 ml of a methylene chloride solution of 2.30 g (22 mmol) of methacrylic chloride were added dropwise thereto in the presence of triethylamine. After the resulting reaction solution was mixed with water to remove the water-soluble substances and the water was removed with sodium sulfate, the solvent was distilled out thereby obtaining 6.34 g (18 mmol) of N-methacryloyl-N,N′,N′-triethylbenzidine (electrochromic compound). The structure of the electrochromic compound is as follows:

Workup

  1. customAfter the resulting reaction solution
  2. customto remove the water-soluble substances
  3. customthe water was removed with sodium sulfate
  4. distillationthe solvent was distilled out

Sources & evidence

ORD record
ord-bd5413d4a52941a08ecd9189f473eff5
Source dataset
uspto-grants-2001_03
Patent number
US06203154B1

Reaction notes

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