Potassium Hydroxide → 1-(7-Acetylenyl-2-benzothiazolyl)-3-ethylurea

HRID 9121

Reaktionsgleichung

Reaktionsgleichung von HRID 9121
C[Si]([C:5]#[C:6][C:7]1[C:15]2[S:14][C:13]([NH:16][C:17]([NH:19][CH2:20][CH3:21])=[O:18])=[N:12][C:11]=2[CH:10]=[CH:9][CH:8]=1)(C)C.[OH-].[K+].CN(C=O)C.CO>CCCCCCC.CO>[C:6]([C:7]1[C:15]2[S:14][C:13]([NH:16][C:17]([NH:19][CH2:20][CH3:21])=[O:18])=[N:12][C:11]=2[CH:10]=[CH:9][CH:8]=1)#[CH:5]

Komponenten

6

Edukt 3

HCID 14797Potassium HydroxideHCID 21901440N,N-dimethylformamide methanolHCID 219855381-(7-Trimethylsilylacetylenyl-2-benzothiazolyl)-3-ethylurea

Produkt 1

HCID 219856501-(7-Acetylenyl-2-benzothiazolyl)-3-ethylureaAusbeute 15,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8900HeptaneLösungsmittel

Versuchsvorschrift

A mixture of 1-(7-trimethylsilylacetylenyl-2-benzothiazolyl)-3-ethylurea 2 (0.050 g, 0.16 mmol) and 1M aqueous KOH solution (0.16 mL, 0.16 mmol, 1.0 eq) in 1.5 mL of 2/1 mixture of DMF/MeOH was stirred at room temperature for about 2 hours. The mixture was taken up in 10 mL MeOH and the precipitation was filtered off. The mother liquid was concentrated and purified by prep HPLC to give the desired compound 0.006 g (15%). LC/MS 246 (M+1); LC retention time 2.77 min.

Aufarbeitung

  1. customthe precipitation
  2. filtrationwas filtered off
  3. concentrationThe mother liquid was concentrated
  4. custompurified by prep HPLC

Quellen und Nachweise

ORD-Eintrag
ord-8abe128357e5495cb8583bed1bcfdda2
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091227B2

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