Hydrochloric Acid → 3-[(2-Chloroacetyl)amino]-alpha-ethyl-2,4,6-triiodobenzenepropanoic acid

HRID 2258387

Reaktionsgleichung

Reaktionsgleichung von HRID 2258387
[NH2:1][C:2]1[C:3]([I:17])=[C:4]([CH2:10][CH:11]([CH2:15][CH3:16])[C:12]([OH:14])=[O:13])[C:5]([I:9])=[CH:6][C:7]=1[I:8].[Cl:18][CH2:19][C:20](Cl)=[O:21].[OH-].[Na+].Cl>CC(N(C)C)=O.O>[Cl:18][CH2:19][C:20]([NH:1][C:2]1[C:3]([I:17])=[C:4]([CH2:10][CH:11]([CH2:15][CH3:16])[C:12]([OH:14])=[O:13])[C:5]([I:9])=[CH:6][C:7]=1[I:8])=[O:21]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 3735Iopanoic AcidHCID 6577Chloroacetyl chlorideHCID 14798Sodium Hydroxide

Produkt 1

HCID 229213893-[(2-Chloroacetyl)amino]-alpha-ethyl-2,4,6-triiodobenzenepropanoic acidAusbeute 95,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

To a solution of 50 g of 3-amino-α-ethyl-2,4,6-triiodobenzenepropanoic acid (CAS RN, 96-83-3) (0.0875 mol) in 200 ml of DMA at 0° C., 11.87 g of chloroacetyl chloride (0.10 mol) are added. After 60 minutes at room temperature, the solution is dropwise added to 100 ml of H2O to give a precipitate which is filtered. The residue is dissolved in 100 ml of H2O and 43.7 ml of 2N NaOH (0.0875 mol) are added. 42 ml of 2N HCl (0.0084 mol) are added to precipitate a solid which is filtered. 5.4 g of 3-[(2-chloroacetyl)amino]-α-ethyl-2,4,6-triiodobenzenepropanoic acid are obtained (0.083 mol).

Aufarbeitung

  1. customto give a precipitate which
  2. filtrationis filtered
  3. dissolutionThe residue is dissolved in 100 ml of H2O
  4. customto precipitate a solid which
  5. filtrationis filtered

Quellen und Nachweise

ORD-Eintrag
ord-c5397c9c7a7348e9837ef19d496a2e9a
Quelldatensatz
uspto-grants-1997_08
Patentnummer
US05660814

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