Water → 7-(2-Chloro-6-fluorobenzylamino)[1,2,5]thiadiazolo[3,4-d]pyrimidine

HRID 866317

Reaktionsgleichung

Reaktionsgleichung von HRID 866317
[NH2:1][C:2]1[C:3]2[C:4](=[N:8][S:9][N:10]=2)[N:5]=[CH:6][N:7]=1.[Cl:11][C:12]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:13]=1[CH2:14]N.O.CCCCCC>C(Cl)(Cl)Cl.CO>[Cl:11][C:12]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:13]=1[CH2:14][NH:1][C:2]1[C:3]2[C:4](=[N:8][S:9][N:10]=2)[N:5]=[CH:6][N:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8058HexaneHCID 848332-Chloro-6-fluorobenzylamineHCID 95769(1,2,5)Thiadiazolo(3,4-d)pyrimidin-7-amine

Produkt 1

HCID 204820257-(2-Chloro-6-fluorobenzylamino)[1,2,5]thiadiazolo[3,4-d]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21584188Chloroform methanolLösungsmittel

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

A flask was charged with 1.54 g. (0.01 mole) of 7-amino[ 1,2,5]thiadiazolo[3,4-d]pyrimidine prepared by the process set forth in Example 1 and 4.0 g. (0.025 mole) of 2-chloro-6-fluorobenzylamine prepared by the process set forth in Example 2. The suspension was stirred and heated at 105° C. for 18 hours. Ten ml. water and 20 ml. hexane were added in one portion and the resulting solid collected by filtration. The cake was washed with hexane and dried at 50° C. in vacuo to afford 2.86 g. (97%) of product. M.p. 224°-226° C.; tlc on silica gel in chloroform-methanol (8:1) showed a single fluorescent blue spot at Rf = 0.8; NMR (DMSO-d6) δ 4.92 (2H, s); 7.21 (broad s, 3H); 8.44 (s, 1H); 9.45 (s, 1H).

Aufarbeitung

  1. additionA flask was charged with 1.54 g
  2. filtrationthe resulting solid collected by filtration
  3. washThe cake was washed with hexane
  4. customdried at 50° C. in vacuo
  5. customto afford 2.86 g

Quellen und Nachweise

ORD-Eintrag
ord-1ed658dbe5ad4a319e8934d8d26da3a7
Quelldatensatz
uspto-grants-1978_07
Patentnummer
US04098787

Verknüpfte Notizen

Wird geladen…