Dimethylamine → HCID 21455931, compound

HRID 435600Notes

Reaction equation

HRID 435600 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[N:11]3[N:12]=[C:13](Cl)[CH:14]=[CH:15][C:10]3=[N:9][N:8]=2)=[CH:5][N:4]=[C:3]1[N+:17]([O-:19])=[O:18].[CH3:20][NH:21][CH3:22]>CN(C)C=O>[CH3:1][N:2]1[C:6]([C:7]2[N:11]3[N:12]=[C:13]([N:21]([CH3:22])[CH3:20])[CH:14]=[CH:15][C:10]3=[N:9][N:8]=2)=[CH:5][N:4]=[C:3]1[N+:17]([O-:19])=[O:18]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 21456014HCID 21456014, compound

Product 1

HCID 21455931HCID 21455931, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.5 g. 3-(1-methyl-2-nitro-5-imidazolyl)-6-chloro-s-triazolo[4,3-b]pyridazine were dissolved, with heating, in 10 ml. dimethyl formamide and gaseous dimethylamine passed in at 60° C. over the course of 15 minutes. The resultant suspension was then diluted with 6 ml. water, filtered with suction, first washed with aqueous dimethyl formamide, then with water and finally with methanol. There was thus obtained 0.4 g. (78% of theory) of the desired 3-(1-methyl-2-nitro-5-imidazolyl)-6-dimethylamino-s-triazolo[4,3-b]-pyridazine in the form of yellow crystals which melt, with decomposition, at 261° - 263° C.

Workup

  1. temperaturewith heating, in 10 ml
  2. custompassed in at 60° C. over the course of 15 minutes
  3. filtrationwater, filtered with suction
  4. washfirst washed with aqueous dimethyl formamide
  5. customat 261° - 263° C.

Sources & evidence

ORD record
ord-ae69e6a600db46afb67a48ce40dfe4fb
Source dataset
uspto-grants-1977_02
Patent number
US04006141

Reaction notes

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