Cyclohexylamine hydrochloride → HCID 178424369, Verbindung

HRID 1451278

Reaktionsgleichung

Reaktionsgleichung von HRID 1451278
Cl.[CH:2]1([NH2:8])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[CH3:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:16][C:17]#[N:18]>ClC1C=CC=CC=1>[CH:2]1([NH:8][C:17]([NH:16][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH3:9])=[NH:18])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 2723770Cyclohexylamine hydrochlorideHCID 10261129(2-Methylphenyl)cyanamide

Produkt 1

HCID 178424369HCID 178424369, VerbindungAusbeute 26,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7964ChlorobenzeneLösungsmittel

Versuchsvorschrift

A suspension of cyclohexylamine hydrochloride (310 mg, 2.28 mmol) and (2-methylphenyl)cyanamide (365 mg, 2.76 mmol) in dry chlorobenzene was heated at 125°-135° for 4 hrs. The solvent was evaporated in vacuo with heating, and the residue partitioned between CH2Cl2 and 20-8 ml 10% HCl. The aqueous extracts were made alkaline to pH 9-9.5, and the white precipitate collected after standing at 4° C. overnight. Two recrystallizations from EtOH/H2O gave 140 mg (22%) of white needles, mp 145°-146°, 1H (CD3OD) 1.149-2.054 (m, 10 H), 2.164 (s, 3 H), 3.50 (m, 1 H), 6.875 (d, 1H, J=7.5 Hz), 6.968 (t, 1H, J=7.5 Hz), 7.118 (t, 1H, J=7.5 Hz), 7.177 (d, 1H, J=7.5 Hz). Anal. Calcd for C14H21N3 : C, 72.69; H, 9.15; N, 18.16. Found: C, 72.72; H, 9.24; N, 18.18.

Aufarbeitung

  1. temperaturewas heated at 125°-135° for 4 hrs
  2. customThe solvent was evaporated in vacuo
  3. temperaturewith heating
  4. customthe residue partitioned between CH2Cl2 and 20-8 ml 10% HCl
  5. customthe white precipitate collected
  6. customTwo recrystallizations from EtOH/H2O

Quellen und Nachweise

ORD-Eintrag
ord-dcaae0ecc5004d0fb31968c4b43b6a9f
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05604228

Verknüpfte Notizen

Wird geladen…