1,2-Ethanedione, 1,2-bis(4-chlorophenyl)- → 4,5-Bis-(4-chlorophenyl)-5-hydroxy-2-thioxo-3-pyrroline-3-carbonitrile

HRID 462688

Reaktionsgleichung

Reaktionsgleichung von HRID 462688
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=O)=[O:9])=[CH:4][CH:3]=1.[C:19]([CH2:21][C:22]([NH2:24])=[S:23])#[N:20]>N1CCCCC1.C(Cl)(Cl)Cl>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)([OH:9])[NH:24][C:22](=[S:23])[C:21]=2[C:19]#[N:20])=[CH:13][CH:14]=1

Komponenten

5

Edukt 2

HCID 189461,2-Ethanedione, 1,2-bis(4-chlorophenyl)-HCID 14162772-Cyanoethanethioamide

Produkt 1

HCID 132362254,5-Bis-(4-chlorophenyl)-5-hydroxy-2-thioxo-3-pyrroline-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8082PiperidineKatalysatorHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A suspension of 22.3 g. 4,4'-dichlorobenzil, 6.5 g. 2-cyanothioacetamide, 20 drops of piperidine and 200 ml. chloroform is stirred for 20 hours at ambient temperature. The yellow precipitate obtained is filtered off with suction, well washed with chloroform and dried. There are obtained 22.0 g. of the desired compound in the form of yellow crystals; m.p. 213° C. (decomp.).

Aufarbeitung

  1. additionA suspension of 22.3 g
  2. customThe yellow precipitate obtained
  3. filtrationis filtered off with suction
  4. washwell washed with chloroform
  5. customdried
  6. customThere are obtained 22.0 g

Quellen und Nachweise

ORD-Eintrag
ord-8d02aad0da4c4edcb6cbbdcdbe59e98d
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04517185

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