Dicyclohexylcarbodiimide → 5-(N-((4-phenyl)phenylacetyl) valylamino)-1,3,4-thiadiazole-2-thione

HRID 1489309Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1489309
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]([NH:16][C@H:17]([C:21]([OH:23])=O)[CH:18]([CH3:20])[CH3:19])=[O:15])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ON1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1.[NH2:49][C:50]1[S:54][C:53](=[S:55])[NH:52][N:51]=1>>[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]([NH:16][C@H:17]([C:21]([NH:49][C:50]3[S:54][C:53](=[S:55])[NH:52][N:51]=3)=[O:23])[CH:18]([CH3:20])[CH3:19])=[O:15])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 27238472-Amino-5-mercapto-1,3,4-thiadiazoleHCID 54161085((4-Phenyl)phenylacetyl)-valine

Produkt 1

HCID 228781325-(N-((4-phenyl)phenylacetyl) valylamino)-1,3,4-thiadiazole-2-thione

Versuchsvorschrift

((4-Phenyl)phenylacetyl)-valine (0.98 grams), 1-hydroxybenzotriazole (0.6 grams), dicyclohexylcarbodiimide (0.64 grams) and 5-amino-1,3,4-thiadiazole-2-thione (1.2 grams) were reacted according to the procedure described in Example 1. The resulting product was recrystallized from ethanol/pentane to give a white solid. M.P. 232°-236° C. NMR spectrum (d6 -DMSO) 14.1 (s, 1H), 12.6 (s, 1H), 8.42 (d, 1H, NH), 7.8-7.2 (m, 9H, aromatics), 4.35 (m, 1H), 3.75-3.4 (m, 2H), 2.05 (m, 1H), 0.9 (d, 6H).

Aufarbeitung

  1. customThe resulting product was recrystallized from ethanol/pentane
  2. customto give a white solid

Quellen und Nachweise

ORD-Eintrag
ord-bac93833687d4fd3a34e4d0c071d5268
Quelldatensatz
uspto-grants-1997_10
Patentnummer
US05677282

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