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Triethyl orthoacetate → N,N'-bis[phenylcarbamylmethyl]acetamidine hydrochloride

HRID 1863453
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1863453
[ClH:1].[NH2:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5].[NH2:13][CH2:14][C:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:16].[C:24](OCC)(OCC)(OCC)[CH3:25]>CO>[ClH:1].[C:7]1([NH:6][C:4]([CH2:3][NH:2][C:24](=[N:13][CH2:14][C:15](=[O:16])[NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH3:25])=[O:5])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
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Komponenten

5

Edukt 3

HCID 66221Triethyl orthoacetateHCID 2083842-AminoacetanilideHCID 4587522-Aminoacetanilide hydrochloride

Produkt 1

HCID 20391596N,N'-bis[phenylcarbamylmethyl]acetamidine hydrochlorideAusbeute 20,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

0.82 Grams (4.13 millimoles) of 2-aminoacetanilide hydrochloride, 0.77 g (4.13 millimoles) of 2-aminoacetanilide (free base) were dissolved in 1.4 milliliters of hot methanol. To this solution was added 0.76 milliliters (0.67 g, 4.13 millimoles) of triethyl orthoacetate. The mixture was heated gently for five minutes. The reaction mixture was cooled and the reaction product precipitated by addition of diethyl ether. The supernatant liquid was decanted, and the precipitate was triturated with ether and collected on a filter. The product was recrystallized from ethanol, and dried to yield about 300 milligrams of N,N'-bis[phenylcarbamylmethyl]acetamidine hydrochloride.

Aufarbeitung

  1. temperatureThe mixture was heated gently for five minutes
  2. temperatureThe reaction mixture was cooled
  3. customthe reaction product precipitated by addition of diethyl ether
  4. customThe supernatant liquid was decanted
  5. customthe precipitate was triturated with ether
  6. customcollected on a filter
  7. customThe product was recrystallized from ethanol
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f89d4c4f32e4458ba2289ac3cd12cf9d
Quelldatensatz
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04169106

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