Dimethylformamide → HCID 68138851, compound

HRID 1076665Notes

Reaction equation

HRID 1076665 reaction equation
[N+:1]([C:4]1[S:8][C:7]([C:9]2[N:13]3[N:14]=[C:15](N)[CH:16]=[CH:17][C:12]3=[N:11][N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(O[CH:22](OCC)[N:23]([CH3:25])[CH3:24])C.C[N:30](C)C=O>>[N+:1]([C:4]1[S:8][C:7]([C:9]2[N:13]3[NH:14][C:15](=[CH:22][N:23]([CH3:25])[CH3:24])[C:16]([NH2:30])=[CH:17][C:12]3=[N:11][N:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 70913Dimethylformamide diethylacetalHCID 21537442HCID 21537442, compound

Product 1

HCID 68138851HCID 68138851, compound

Procedure

0.8 g. 3-(5-nitro-2-thienyl)-6-amino-s-triazolo[4,3-b]pyridazine was suspended in a mixture of 3 ml. N,N-dimethylformamide and 1. ml. N,N-dimethyl formamide-diethyl acetal and heated, while stirring, on a waterbath for two hours. Thereafter, the reaction mixture was cooled, solid material was filtered off with suction and the residue is washed with N,N-dimethyl formamide. There was thus obtained 0.4 g. (41% of theory) 3-(5-nitro-2-thienyl)-6-(diethylaminomethylene)-amino-s-triazolo[4,3-b]pyridazine (m.p. 247°-249°C). After recrystallization from N,N-dimethyl-formamide, with the addition of charcoal the product was obtained in the form of yellow crystals which melt at 249°-252°C. The elementary analyses and spectra confirm the structure.

Workup

  1. temperatureThereafter, the reaction mixture was cooled
  2. filtrationsolid material was filtered off with suction
  3. washthe residue is washed with N,N-dimethyl formamide
  4. customAfter recrystallization from N,N-dimethyl-formamide
  5. additionwith the addition of charcoal the product
  6. customwas obtained in the form of yellow crystals which
  7. custommelt at 249°-252°C

Sources & evidence

ORD record
ord-990c6c3873d448a9bc6d149f641007d7
Source dataset
uspto-grants-1976_05
Patent number
US03957766

Reaction notes

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