Sodium Sulfide → 2,3-Dihydro-5,6-dimethyl-3-thioxo-4-pyridazinecarbonitrile

HRID 2173471Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2173471
Cl[C:2]1[N:3]=[N:4][C:5]([CH3:11])=[C:6]([CH3:10])[C:7]=1[C:8]#[N:9].[S-2:12].[Na+].[Na+]>C(O)(C)(C)C.CC(O)C>[CH3:10][C:6]1[C:5]([CH3:11])=[N:4][NH:3][C:2](=[S:12])[C:7]=1[C:8]#[N:9]

Komponenten

5

Edukt 2

HCID 14804Sodium SulfideHCID 3340163-Chloro-5,6-dimethylpyridazine-4-carbonitrile

Produkt 1

HCID 256489772,3-Dihydro-5,6-dimethyl-3-thioxo-4-pyridazinecarbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3776IsopropanolLösungsmittelHCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

A solution of 3-chloro-5,6-dimethylpyridazine-4-carbonitrile (100 mg, 0.60 mmol) and sodium sulfide was stirred in tert-butanol (2.0 mL) in a microwave reaction vial. The vial was sealed and irradiated at 100° C. for 10 minutes. LC/MS indicated product and no remaining starting material. The reaction solution was diluted with IPA (˜10 mL) and stirred at ambient temperature for about 15 minutes, then filtered. The solids on the filter were washed with IPA. The solute was concentrated in vacuo, and the resulting solid was dried overnight at 60° C. in a vacuum oven to give the product. LC/MS: RT=0.24 min., m/z=166 [M+H]+.

Aufarbeitung

  1. customThe vial was sealed
  2. customirradiated at 100° C. for 10 minutes
  3. filtrationfiltered
  4. washThe solids on the filter were washed with IPA
  5. concentrationThe solute was concentrated in vacuo
  6. customthe resulting solid was dried overnight at 60° C. in a vacuum oven
  7. customto give the product

Quellen und Nachweise

ORD-Eintrag
ord-3fae2a5ebada431f88ff1cc573fdb09b
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09056875B2

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