Hydrochloric Acid → HCID 21107906, Verbindung

HRID 1765962Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1765962
[C:1]1([C:7]2[C:8]([NH2:20])=[C:9]([NH2:19])[C:10]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21](O)(=O)[CH:22]([CH3:24])[OH:23].Cl>>[C:13]1([C:10]2[C:9]3[N:19]=[C:21]([CH:22]([OH:23])[CH3:24])[NH:20][C:8]=3[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:12][CH:11]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 612Lactic AcidHCID 226422693,6-Diphenyl-1,2-benzenediamine

Produkt 1

HCID 21107906HCID 21107906, VerbindungAusbeute 82,8 %

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

A mixture of 1.25 g (4.8 mmol) 1,1′:4′,1″-terphenyl-2′,3′-diamine, 0.75 ml (8.6 mmol) 85% aq. lactic acid and 4.8 ml 4N HCl were stirred at reflux for 6 hours and then the volatile materials evaporated over 1 hour. The oily residue was heated to 140° C. and stirred for 15 min. After cooling to room temperature 10 ml water were added and the mixture triturated for 30 min. Addition of conc. NH4OH to pH˜7.5–8 followed by filtration, washing with water (4×10 ml) and drying under vacuum at 60° C. gave 1.25 g (82.8%) of the desired product. 1H NMR (250 MHz, CDCl3), δ, ppm: 1.58 (d, JHH=6.7 Hz, 3H), 3.64 (br.s, 1H), 5.07 (q, 1H), 7.37–7.76 (m, 12 H), 9.53 (br. s, 1H).

Aufarbeitung

  1. temperatureat reflux for 6 hours
  2. customthe volatile materials evaporated over 1 hour
  3. stirringstirred for 15 min
  4. temperatureAfter cooling to room temperature 10 ml water
  5. additionwere added
  6. customthe mixture triturated for 30 min
  7. additionAddition of conc. NH4OH to pH˜7.5–8
  8. filtrationfollowed by filtration
  9. washwashing with water (4×10 ml)
  10. customdrying under vacuum at 60° C.

Quellen und Nachweise

ORD-Eintrag
ord-76c37df206514dbaa5dd3d8a53a66a9f
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07229943B2

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