Hydrazine hydrate (1:1) → HCID 21999979, Verbindung

HRID 1975909Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1975909
[C:1]([C:3]1[C:4]([S:13](=[O:16])(=[O:15])[NH2:14])=[C:5]([C:9](OC)=[O:10])[S:6][C:7]=1[CH3:8])#[N:2].NC1C(C#N)=C(C)SC=1C(OC)=O.O.[NH2:31][NH2:32]>C(O)C>[C:1]([C:3]1[C:4]([S:13]([NH2:14])(=[O:16])=[O:15])=[C:5]([C:9]([NH:31][NH2:32])=[O:10])[S:6][C:7]=1[CH3:8])#[N:2]

Komponenten

5

Edukt 3

HCID 24654Hydrazine hydrate (1:1)HCID 15565691Methyl 3-amino-4-cyano-5-methylthiophene-2-carboxylateHCID 21999999HCID 21999999, Verbindung

Produkt 1

HCID 21999979HCID 21999979, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Methyl 4-cyano-5-methyl-3-sulfamoyl-thiophene-2-carboxylate (2.9 g), prepared from methyl 3-amino-4-cyano-5-methyl-thiophene-2-carboxylate in analogy with known procedures, e.g. F. Junquera et al., Eur.J.Med.Chem. 23, 329 (1988), was suspended in 10 ml of ethanol. Hydrazine monohydrate (2 ml) was added and the mixture was stirred for 1 h at room temperature and then evaporated. The oily residue (3.3 g) was triturated with 10 ml of water and the precipitating crystals were collected by filtration, washed with water and dried to give the title compoundas yellow crystals (yield 1.62 g); m.p. 186-91° C.; 1H-NMR (DMSO-d6), δ(ppm): 7.25 (br, 5H, NH/NH2), 2.51 (s, 3H, CH3).

Aufarbeitung

  1. customevaporated
  2. customThe oily residue (3.3 g) was triturated with 10 ml of water
  3. filtrationthe precipitating crystals were collected by filtration
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-981e5270e3fb4ab2b0124e442b29fe4d
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06225310B1

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