Hydrochloric Acid → 6-Chloro-N4-(4-chlorophenyl)pyrimidine-4,5-diamine

HRID 1246778

Reaktionsgleichung

Reaktionsgleichung von HRID 1246778
[NH2:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[N:6][C:7]=1Cl.[Cl:10][C:11]1[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=1.Cl>O.C(O)C>[Cl:9][C:3]1[N:4]=[CH:5][N:6]=[C:7]([NH:15][C:14]2[CH:16]=[CH:17][C:11]([Cl:10])=[CH:12][CH:13]=2)[C:2]=1[NH2:1]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 78124-ChloroanilineHCID 794345-Amino-4,6-dichloropyrimidine

Produkt 1

HCID 167263116-Chloro-N4-(4-chlorophenyl)pyrimidine-4,5-diamineAusbeute 99,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

5-amino-4,6-dichloropyrimidine (5.00 g, 29 mmol) and 4-chloroaniline (4.71 g, 36 mmol) were suspended in 80 ml H2O and 12 ml ethanol. Concentrated HCl (1.2 ml, 14.5 mmol) was added at room temperature followed by warming reaction to 82° C. After stirring for 19 hours the reaction was cooled to room temperature and stirred for 60 hours. The precipitate was collected on a sintered glass funnel and rinsed with water followed by hexanes. After drying under vacuum, I-(1A-1)a was obtained as an off-white solid (7.38 g, 98%): +ESI MS (M+1) 255.3; 1H NMR: (400 MHz, CD3OD): δ 7.87 (s, 1H), 7.66 (d, J=8.7 Hz, 2 H), 7.30 (d, J=8.7 Hz, 2 H).

Aufarbeitung

  1. temperatureby warming
  2. customreaction to 82° C
  3. stirringstirred for 60 hours
  4. customThe precipitate was collected on a sintered glass funnel
  5. washrinsed with water
  6. customAfter drying under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-93a9f1f639764b5b8afb51c603527d38
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07129239B2

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