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Benzofuroxan → 3-Amino-1,2,4-benzotriazine

HRID 1379755
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1379755
[CH:1]1[CH:9]=[CH:8][C:7]2[C:3](=[N:4]O[N+:6]=2[O-])[CH:2]=1.[N:11]#[C:12][NH2:13].[Na].[Na]>CO.O>[NH2:13][C:12]1[N:11]=[N:6][C:7]2[CH:8]=[CH:9][CH:1]=[CH:2][C:3]=2[N:4]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 68075BenzofuroxanHCID 57375614CID 57375614

Produkt 1

HCID 883363-Amino-1,2,4-benzotriazineAusbeute 21,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a suspension of 13.6 g (0.1 mol) of benzofuroxan in a mixture of 40 ml of methanol and 40 ml of water at 20° C. are added in portions 17.2 g (0.2 mol) of disodium cyanamide. In the course of addition, the temperature rises to 50° C.-60° C. and the solution assumes a blue-violet color. It is stirred for a further 40 minutes at about 60° C. and the precipitate which separates out is then removed by filtration from the mother liquor, which is retained and processed further. The precipitate is dissolved in water, the solution is filtered and the filtrate is acidified with acetic acid, whereupon 12.5 g of 3-amino-1,2,4-benzotriazine-1,4,-di-N-oxide (71% of theory) separates out in the form of reddish-golden crystals which melt, with decomposition, at 220° C. On acidifying the mother liquor with acetic acid, a further 3.2 g (18% of theory) of 3-amino-1,2,4-benzotriazine is obtained and after re-crystallization from dimethylformamide, this material melts, with decomposition, at 220° C. Total yield reported is: 89% of theory.

Aufarbeitung

  1. additionIn the course of addition
  2. customrises to 50° C.-60° C.
  3. customthe precipitate which separates out is then removed by filtration from the mother liquor, which
  4. dissolutionThe precipitate is dissolved in water
  5. filtrationthe solution is filtered
  6. customseparates out in the form of reddish-golden crystals which melt, with decomposition, at 220° C

Quellen und Nachweise

ORD-Eintrag
ord-8971ef3708ec4e54b11f1106f9d90943
Quelldatensatz
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05672702

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