Nitric Acid → Methyl 3,5-dimethyl-4-nitrothiophene-2-carboxylate

HRID 978931Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 978931
[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[S:4][C:3]=1[C:8]([O:10][CH3:11])=[O:9].[N+:12]([O-])([OH:14])=[O:13].C(OC(=O)C)(=O)C>C(O)(=O)C>[CH3:1][C:2]1[C:6]([N+:12]([O-:14])=[O:13])=[C:5]([CH3:7])[S:4][C:3]=1[C:8]([O:10][CH3:11])=[O:9]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 20201092Methyl 3,5-dimethylthiophene-2-carboxylate

Produkt 1

HCID 20201108Methyl 3,5-dimethyl-4-nitrothiophene-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a well stirred, chilled (0°) solution of 51.4 g (0.3 mol) of methyl 3,5-dimethylthiophene-2-carboxylate in 200 ml of glacial acetic acid are added dropwise over a period of 40 minutes, a mixture of 30 ml of fuming nitric acid (specific gravity=1.5) and 120 ml of acetic anhydride. After the addition is completed the resulting brown solution is stirred a further two hours at 5° and then poured into 3000 ml of ice water.

Aufarbeitung

  1. additionare added dropwise over a period of 40 minutes
  2. additionAfter the addition
  3. stirringis stirred a further two hours at 5°

Quellen und Nachweise

ORD-Eintrag
ord-8293cf00bcc04a7f811d2e6861523a79
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04666502

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