Potassium Hydroxide → N,N'-bis(4-anilinophenyl)-4,7,10-trithiatridecanediamide

HRID 1283479

Reaktionsgleichung

Reaktionsgleichung von HRID 1283479
[NH:1]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15](=[O:18])[CH:16]=[CH2:17])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[SH:19][CH2:20][CH2:21][S:22][CH2:23][CH2:24][SH:25].[OH-:26].[K+]>C(O)C>[NH:1]([C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:15](=[O:18])[CH2:16][CH2:17][S:19][CH2:20][CH2:21][S:22][CH2:23][CH2:24][S:25][CH2:17][CH2:16][C:15]([NH:14][C:11]2[CH:12]=[CH:13][C:8]([NH:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:9][CH:10]=2)=[O:26])=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 77117Bis(2-mercaptoethyl) sulfideHCID 22601822N-(4-Anilinophenyl)prop-2-enamide

Produkt 1

HCID 21518148N,N'-bis(4-anilinophenyl)-4,7,10-trithiatridecanediamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

To a suspension of 200 grams of N-(4-anilinophenyl)acrylamide in 2450 milliliters of ethanol was added 64.8 grams of 2-mercaptoethyl sulfide. A solution of 5 grams of potassium hydroxide in 50 milliliters of ethanol was then added at 20°C. Within 5 minutes the temperature began to rise, reaching a maximum of 31°C. after about 15 minutes. As the temperature began to rise, product began to precipitate. The reaction mixture was stirred for 1 hour and the solid product was then filtered off and allowed to dry. There was obtained 231.7 grams (87.5 percent of theory) of product which melted at 195.5° to 197.5°C.

Aufarbeitung

  1. customa maximum of 31°C.
  2. customafter about 15 minutes
  3. customto precipitate
  4. filtrationthe solid product was then filtered off
  5. customto dry
  6. customThere was obtained 231.7 grams (87.5 percent of theory) of product which melted at 195.5° to 197.5°C.

Quellen und Nachweise

ORD-Eintrag
ord-9c148834c0ec4fb5baacdb2542dcae83
Quelldatensatz
uspto-grants-1976_08
Patentnummer
US03975414

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