Cyanogen Chloride → 5-Chloro-1H-tetrazole-1-acetic acid ethyl ester

HRID 67701

Reaktionsgleichung

Reaktionsgleichung von HRID 67701
[N:1]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+:2]=[N-:3].[N:10]#[C:11][Cl:12]>C(OCC)(=O)C>[Cl:12][C:11]1[N:1]([CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:2]=[N:3][N:10]=1

Komponenten

4

Edukt 2

HCID 10477Cyanogen ChlorideHCID 69480Acetic acid, azido-, ethyl ester

Produkt 1

HCID 127857925-Chloro-1H-tetrazole-1-acetic acid ethyl esterAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 130 g. (1 mole) of ethyl azidoacetate prepared as described in part A and 96 g. (1.56 mole) of cyanogen chloride was heated at a temperature of 125° C. for 20 hours. After the reaction mixture had cooled, the reaction product mixture was dissolved in ethyl acetate, and the solution was filtered and evaporated in vacuo yielding a yellow crystalline mass of product. The yellow crystals were recrystallized from aqueous ethyl alcohol and gave 149 g. (78% yield) of ethyl 5-chloro-1H-tetrazol-1-ylacetate as pale yellow crystals melting at about 57°-60° C.

Aufarbeitung

  1. additionA mixture of 130 g
  2. temperatureAfter the reaction mixture had cooled
  3. filtrationthe solution was filtered
  4. customevaporated in vacuo
  5. customyielding a yellow crystalline mass of product
  6. customThe yellow crystals were recrystallized from aqueous ethyl alcohol
  7. customgave 149 g

Quellen und Nachweise

ORD-Eintrag
ord-c63d467c6f9d4845a12de24553c24ec2
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04346076

Verknüpfte Notizen

Wird geladen…