1-Chloro-4-(chloromethyl)benzene → HCID 178509292, Verbindung

HRID 259085Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 259085
[NH2:1][C:2]1[N:6]=[C:5]([SH:7])[NH:4][N:3]=1.[Cl:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Cl)=[CH:11][CH:10]=1>[OH-].[Na+].C(O)C>[NH2:1][C:2]1[N:6]=[C:5]([S:7][CH2:13][C:12]2[CH:15]=[CH:16][C:9]([Cl:8])=[CH:10][CH:11]=2)[NH:4][N:3]=1

Komponenten

5

Edukt 2

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 1785092965-amino-1H-1,2,4-triazole-3-thiol2×

Produkt 1

HCID 178509292HCID 178509292, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A mixture of 3-amino-5-mercapto-s-triazole (Compound 5) [4.64g; 40 mmoles] in 40 ml. of IN sodium hydroxide was stirred at room temperature while solution of p-chlorobenzylchloride [7.55g; 48 mmoles] in 80 ml of absolute ethanol was added. The mixture was then warmed to 70°-75° and stirred for 30 minutes. The amber colored solution was then evaporated to 40 ml at reduced pressure, diluted with 50 ml of water and chilled overnight. The crude product was separated by filtration, air dried, and recrystallized two times from chloroform to afford 4.3g (45%) of analytically pure product that had a melting point of 107°-8°.

Aufarbeitung

  1. additionwas added
  2. temperatureThe mixture was then warmed to 70°-75°
  3. customThe amber colored solution was then evaporated to 40 ml at reduced pressure
  4. additiondiluted with 50 ml of water
  5. temperaturechilled overnight
  6. customThe crude product was separated by filtration, air
  7. customdried
  8. customrecrystallized two times from chloroform
  9. customto afford 4.3g (45%) of analytically pure product that

Quellen und Nachweise

ORD-Eintrag
ord-eb3a8c657c95425085bb668a31f5529f
Quelldatensatz
uspto-grants-1977_07
Patentnummer
US04036840

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