Hydrochloric Acid → HCID 20528316, Verbindung

HRID 67239

Reaktionsgleichung

Reaktionsgleichung von HRID 67239
C1C(C=O)=CC2OCOC=2C=1.FC1C=CC(C=O)=CC=1.[C-]#N.[K+].[F:24][C:25]1[CH:43]=[CH:42][C:28]([CH:29](O)[C:30](=[O:40])[C:31]2[CH:36]=[CH:35][C:34]3[O:37][CH2:38][O:39][C:33]=3[CH:32]=2)=[CH:27][CH:26]=1.C1(C(C(C2C=CC=CC=2)O)=O)C=CC=CC=1.[NH:60]1[CH2:66][CH2:65][CH2:64][CH2:63][NH:62][C:61]1=[S:67].[ClH:68]>CC(C)=O.C(O)C>[ClH:68].[F:24][C:25]1[CH:43]=[CH:42][C:28]([CH:29]2[S:67][C:61]3=[N:60][CH2:66][CH2:65][CH2:64][CH2:63][N:62]3[C:30]2([C:31]2[CH:36]=[CH:35][C:34]3[O:37][CH2:38][O:39][C:33]=3[CH:32]=2)[OH:40])=[CH:27][CH:26]=1

Komponenten

10

Edukt 7

HCID 313Hydrochloric AcidHCID 8400BenzoinHCID 8438PiperonalHCID 9032Potassium CyanideHCID 680234-FluorobenzaldehydeHCID 7365891,3-Diazepane-2-thioneHCID 54204893HCID 54204893, Verbindung

Produkt 1

HCID 20528316HCID 20528316, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture consisting of 12 g. of piperonal 8.4 ml. of p-fluorobenzaldehyde, 6 g. of potassium cyanide, and 80 ml. of 65% ethanol is reacted as described in Example 20, giving 11.7 g. of 4'-fluoro-3,4-methylenedioxybenzoin as an uncrystallizable oil. 9.0 g. of this benzoin is converted to its methanesulfonate ester by the procedure of Example 20, yielding 9.8 g. of ester as an uncrystallizable oil. The reaction of 4.9 g. of the crude methanesulfonate ester, and 1.16 g. of hexahydro-2H-1,3-diazepin-2-thione in 80 ml. of acetone, followed by treatment with 5 ml of 2 N ethanolic hydrogen chloride gives the title compound melting at 211°-213° C.

Aufarbeitung

  1. customgiving 11.7 g
  2. customyielding 9.8 g
  3. customThe reaction of 4.9 g

Quellen und Nachweise

ORD-Eintrag
ord-ba8adce569ad490c9586f19986e695ad
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04344954

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