Acetic Acid → HCID 178429571, compound

HRID 1906732Notes

Reaction equation

HRID 1906732 reaction equation
[N-:1]([C:4]#[N:5])[C:2]#[N:3].[Na+].[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]([CH3:21])[CH2:16][C:17](=[O:20])[NH:18][N:19]=2)=[CH:10][CH:9]=1.C(O)(=O)C.Cl>O>[C:2]([N:1]=[C:4]([NH2:5])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]([CH3:21])[CH2:16][C:17](=[O:20])[NH:18][N:19]=2)=[CH:10][CH:9]=1)#[N:3]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 161928Ici 109,081HCID 4350929Sodium dicyanamide

Product 1

HCID 178429571HCID 178429571, compoundYield 24.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of sodium dicyanamide (0.5 g) in water (20 ml) was added to a solution of 6-(4-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (1.0 g) in a mixture of aqueous acetic acid (20 ml) and 10M hydrochloric acid (0.5 ml). The resultant solution was stirred at room temperature for 3 days. A precipitate formed which was collected, washed with water and then with ethanol, and dried to give the title compound (0.33 g), thin layer chromatography and nuclear magnetic resonance spectroscopy showed this to be consistent with the product of Example 6, m.p. 257°-260° C. (decomp).

Workup

  1. customA precipitate formed which
  2. customwas collected
  3. washwashed with water
  4. dry with materialwith ethanol, and dried

Sources & evidence

ORD record
ord-58dfe0f9e291444a96f1d908f12e3845
Source dataset
uspto-grants-1987_03
Patent number
US04654342

Reaction notes

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