Lawesson's reagent → (1-{4-[5-(4-Butoxyphenyl)-[1,3,4]thiadiazol-2-yl]phenyl}pyrrolidin-3-yl)dimethylamine

HRID 2069323

Reaktionsgleichung

Reaktionsgleichung von HRID 2069323
[CH2:1]([O:5][C:6]1[CH:31]=[CH:30][C:9]([C:10]([NH:12][NH:13][C:14](=O)[C:15]2[CH:20]=[CH:19][C:18]([N:21]3[CH2:25][CH2:24][CH:23]([N:26]([CH3:28])[CH3:27])[CH2:22]3)=[CH:17][CH:16]=2)=O)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:41])=CC=1>C1(C)C=CC=CC=1>[CH2:1]([O:5][C:6]1[CH:31]=[CH:30][C:9]([C:10]2[S:41][C:14]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH2:25][CH2:24][CH:23]([N:26]([CH3:28])[CH3:27])[CH2:22]4)=[CH:17][CH:16]=3)=[N:13][N:12]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

4

Edukt 2

HCID 87949Lawesson's reagentHCID 69208757N'-(4-butoxybenzoyl)-4-(3-dimethylaminopyrrolidin-1-yl)benzohydrazide

Produkt 1

HCID 59643599(1-{4-[5-(4-Butoxyphenyl)-[1,3,4]thiadiazol-2-yl]phenyl}pyrrolidin-3-yl)dimethylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of N′-(4-butoxybenzoyl)-4-(3-dimethylaminopyrrolidin-1-yl)benzo-hydrazide (100 mg), Lawesson's reagent (191 mg) and toluene (5 ml) was boiled under reflux for 4 hours. Volatiles were removed, and the residue was purified by preparative HPLC. The product with the molecular weight of 422.60 (C24H30N4OS) was obtained in this way; MS (ESI): 423 (M+H+).

Aufarbeitung

  1. temperatureunder reflux for 4 hours
  2. customVolatiles were removed
  3. customthe residue was purified by preparative HPLC
  4. customThe product with the molecular weight of 422.60 (C24H30N4OS) was obtained in this way

Quellen und Nachweise

ORD-Eintrag
ord-dfbd82e34d6d4f79872b56ea26d3905c
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299104B2

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