Sodium Iodide → HCID 131712367, compound

HRID 1577048Notes

Reaction equation

HRID 1577048 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 2 N 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 2 N sodium hydroxide solution and sodium bicarbonate solution
  4. customdried
  5. customAfter evaporating the solvent

Sources & evidence

ORD record
ord-9b740909c65a442f86d34d5b656a088a
Source dataset
uspto-grants-1981_09
Patent number
US04286983

Reaction notes

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