Butylamine → (E)-3-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-N-butyl-acrylamide

HRID 660601Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 660601
[CH2:1]([O:8][C:9]1[CH:10]=[C:11](/[CH:23]=[CH:24]/[C:25](O)=[O:26])[CH:12]=[CH:13][C:14]=1[N:15]1[CH2:19][C:18](=[O:20])[NH:17][S:16]1(=[O:22])=[O:21])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1[CH:29]=[CH:30][C:31]2N(O)N=[N:34][C:32]=2C=1.CCN=C=NCCCN(C)C.Cl.C(N(CC)CC)C.C(N)CCC>C1COCC1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11](/[CH:23]=[CH:24]/[C:25]([NH:34][CH2:32][CH2:31][CH2:30][CH3:29])=[O:26])[CH:12]=[CH:13][C:14]=1[N:15]1[CH2:19][C:18](=[O:20])[NH:17][S:16]1(=[O:21])=[O:22])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

7

Edukt 5

HCID 8007ButylamineHCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 68839439HCID 68839439, Verbindung

Produkt 1

HCID 68837808(E)-3-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-N-butyl-acrylamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of (E)-3-[3-benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-acrylic acid (10 mg, 0.25 mmol) in THF (4 mL) is added HOBt (68 mg, 0.5 mmol). After 10 min EDCl (96 mg, 0.5 mmol) and triethylamine (0.104 mL, 0.75 mmol) are added and the solution is stirred for 30 min then a solution of n-butylamine in 2 mL THF is added and the mixture is stirred at RT for 6 h. The solvent is removed under reduced pressure to afford the title compound: (M−1)−=442.

Aufarbeitung

  1. stirringthe mixture is stirred at RT for 6 h
  2. customThe solvent is removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5e62d7315351478a864451f927e52d33
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084448B2

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