Acetic Acid → 7-Amino-4-benzyloxy-1,2-benzisothiazole

HRID 1449120Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1449120
[N+:1]([C:4]1[C:12]2[S:11][N:10]=[CH:9][C:8]=2[C:7]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:6][CH:5]=1)([O-])=O.O.C(O)(=O)C.N>[Fe].C(O)CC>[NH2:1][C:4]1[C:12]2[S:11][N:10]=[CH:9][C:8]=2[C:7]([O:13][CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[CH:6][CH:5]=1

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 222AmmoniaHCID 962WaterHCID 203499427-Nitro-4-benzyloxy-1,2-benzisothiazole

Produkt 1

HCID 203499357-Amino-4-benzyloxy-1,2-benzisothiazoleAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 10311-PropanolLösungsmittel

Versuchsvorschrift

28.6 g of 7-nitro-4-benzyloxy-1,2-benzisothiazole are added in portions to a boiling mixture of 67 ml of water, 30 g of iron powder, 3 ml of glacial acetic acid and 167 ml of n-propanol and the mixture is then refluxed for a further hour. When it has cooled, it is neutralized with concentrated ammonia solution and filtered. The filter residue is washed with methylene chloride and the combined wash solutions are dried over magnesium sulfate and freed from the solvent under reduced pressure. 25.1 g (100% of theory) of 7-amino-4-benzyloxy-1,2-benzisothiazole of melting point 126°-128° C. are obtained.

Aufarbeitung

  1. temperaturethe mixture is then refluxed for a further hour
  2. temperatureWhen it has cooled
  3. filtrationfiltered
  4. washThe filter residue is washed with methylene chloride
  5. dry with materialthe combined wash solutions are dried over magnesium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-d0ff86413b954b0d97b5004a7967a224
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04189433

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