Hydrochloric Acid → HCID 178524173, Verbindung

HRID 388966

Reaktionsgleichung

Reaktionsgleichung von HRID 388966
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH2:11])[C:5]([OH:7])=[O:6].[N:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]([F:24])([F:23])[F:22])=[C:13]=S.NC(N)=S.C([O-])([O-])=O.[K+].[K+].Cl>CN(C=O)C>[F:22][C:21]([F:23])([F:24])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[NH:12][C:13]1[NH:11][C:10]2[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=2[N:1]=1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 692633,4-Diaminobenzoic acidHCID 7371622-(Trifluoromethyl)phenyl isothiocyanateHCID 2723790Thiourea

Produkt 1

HCID 178524173HCID 178524173, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 3,4-diaminobenzoic acid (3 mmol) in DMF (10 mL) was charged with 1-isothiocyanato-2-trifluoromethylbenzene (3.3 mmol) and the resulting solution was stirred at RT for 4 h. After thiourea formation was complete, solid K2CO3 (10 mmol) was added to the reaction mixture, and the mixture was heated at 90° C. for 10 h. The reaction mixture was cooled to RT and acidified with 10% aqueous HCl to pH 7. The contents were poured onto ice cold water (30 mL) with vigorous stirring. The solid formed was collected by filtration, washed with water, and dried in vacuo to provide the product, 2-(2-trifluoromethylphenylamino)-1H-benzoimidazole-5-carboxylic acid as a yellow solid.

Aufarbeitung

  1. temperaturethe mixture was heated at 90° C. for 10 h
  2. temperatureThe reaction mixture was cooled to RT
  3. additionThe contents were poured onto ice cold water (30 mL) with vigorous stirring
  4. customThe solid formed
  5. filtrationwas collected by filtration
  6. washwashed with water
  7. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a0e965d707a04ef78b33e2a60fac2347
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08377983B2

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