Water → 1-Benzoyl-3-(3-bromo-5-iodophenyl)-thiourea

HRID 446997

Reaktionsgleichung

Reaktionsgleichung von HRID 446997
[S-:1][C:2]#[N:3].[NH4+].[C:5](Cl)(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Br:14][C:15]1[CH:16]=[C:17]([CH:19]=[C:20]([I:22])[CH:21]=1)[NH2:18].O>CC(C)=O>[C:5]([NH:3][C:2]([NH:18][C:17]1[CH:19]=[C:20]([I:22])[CH:21]=[C:15]([Br:14])[CH:16]=1)=[S:1])(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 15666Ammonium thiocyanateHCID 454803883-Bromo-5-iodoaniline

Produkt 1

HCID 578136521-Benzoyl-3-(3-bromo-5-iodophenyl)-thioureaAusbeute 84,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

A solution of ammonium thiocyanate (4.45 g, 0.0585 mol) in anhydrous acetone (48 ml) was treated dropwise with benzoyl chloride (6.47 ml, 0.05583 mol) and stirred at ambient temperature for 1 h. A solution of 3-Bromo-5-iodoaniline (15.85 g, 0.05319 mol) in anhydrous acetone (48 ml) was then added in one portion and the mixture stirred at ambient temperature for 16 h. The resultant suspension was poured into water (300 ml) and stirred for 0.5 h. The precipitated solid was collected by filtration washed with water followed by 40-60° petroleum ether and dried in vacuo to afford 1-Benzoyl-3-(3-bromo-5-iodo-phenyl)-thiourea (20.70 g, 84%).

Aufarbeitung

  1. stirringthe mixture stirred at ambient temperature for 16 h
  2. stirringstirred for 0.5 h
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water
  5. customfollowed by 40-60°
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e4e4a2ffc5494a068330c97663dcfce6
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481544B2

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