Sodium Iodide → HCID 131712367, compound

HRID 1982618Notes

Reaction equation

HRID 1982618 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[Cl:12])[NH:5][CH2:6][CH2:7]Cl.[C:13]([NH2:17])([CH3:16])([CH3:15])[CH3:14].[I-].[Na+]>C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][CH2:6][CH2:7][NH:17][C:13]([CH3:16])([CH3:15])[CH3:14])[CH:9]=[CH:10][C:11]=1[Cl:12]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 6385Tert-ButylamineHCID 2331708974474-36-5

Product 1

HCID 131712367HCID 131712367, compoundYield 159.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

15.0 g of 2-(3,4-dichloroanilino)ethylchloride, 19.2 g of tert.butylamine and approximately 1 g of sodium iodide were stirred for 26 hours at 90° C. After having been left to stand the weekend over at room temperature, the product was taken up in diethyl ether, washed with successively 2N sodium hydroxide solution and sodium bicarbonate solution and dried. After evaporating the solvent, 15.85 g of product were obtained, which were purified by column chromatography and then converted into the HCl salt with an alcoholic HCl solution. Melting point 206°-207° C.

Workup

  1. waitAfter having been left
  2. customover at room temperature
  3. washwashed with successively 2N sodium hydroxide solution and sodium bicarbonate solution
  4. customdried
  5. customAfter evaporating the solvent

Sources & evidence

ORD record
ord-007231858c934a06a6c47afb80327435
Source dataset
uspto-grants-1986_06
Patent number
US04596891

Reaction notes

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