Water → Chloroacetanilide

HRID 1446799Notes

Reaction equation

HRID 1446799 reaction equation
C[C:2]1[CH:8]=[C:7](C)[CH:6]=[CH:5][C:3]=1[NH2:4].[Cl:10][CH2:11][C:12](Cl)=[O:13].O>C(O)(=O)C>[Cl:10][CH2:11][C:12]([NH:4][C:3]1[CH:2]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 6577Chloroacetyl chlorideHCID 72502,4-Dimethylaniline

Product 1

HCID 11485ChloroacetanilideYield 80%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In accordance with the present invention there is provided a method for the preparation of a scintillographic agent which comprises dissolving 2,4-dimethylaniline in acetic acid at room temperature, mixing the resulting solution with chloracetyl chloride under vigorous mixing. The solution then is kept several hours at a temperature of 4° C. The reaction mixture is poured into water with ice. The sediment is crystallized from alcohol and from post-crystallizatic bases, diluted in water, a further quantity of sediment is regained which gives a total yield 80 to 82 %. The ω-chloracetanilide produced in this way is dissolved, together with the sodium salt of iminodiacetic acid, in aqueous ethanol wherein the proportion by volume of water to ethanol is 1:1.2. The mixture is warmed during several hours under a water circulation cooler. After the evaporation of solvent, the dry sediment is dissolved in water, the non-reacted component is separated, and the residual water solution is adjusted to the pH value about 2.5. The precipitated sediment is dissolved in absolute ethanol, non-reacted component is separated and, after the evaporation of solvent, the derivative of iminodiacetic acid is crystallized from water at pH about 2.5. The yield is 25 to 35 %. Further, the derivative of iminodiacetic acid, produced in this way, is dissolved in water with a possible addition of stannous chloride in hydrochloric acid and the pH value is adjusted to 4 to 6 depending on the supplied chelating radiometal. The solution is then passed through a sterile filter, freeze-dried and stored in sterile ampoules fixed in nitrogen or filled at a reduced pressure. At least half an hour prior to an intravenous administration the sterile solution of pertechnetate 99 m Tc or another radiometal is added to the derivative of iminodiacetic acid. The scintillographic agent according to the invention is durable up to 24 hours.

Workup

  1. customIn accordance with the present invention there is provided a method
  2. customfor the preparation of a scintillographic agent which
  3. waitThe solution then is kept several hours at a temperature of 4° C
  4. customThe sediment is crystallized from alcohol and from post-crystallizatic bases
  5. additiondiluted in water
  6. customgives a total yield 80 to 82 %

Sources & evidence

ORD record
ord-a8d2aeb9e25e43689934c45a1e98f915
Source dataset
uspto-grants-1982_02
Patent number
US04313926

Reaction notes

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