Ammonia → HCID 57731532, compound

HRID 2234704Notes

Reaction equation

HRID 2234704 reaction equation
[CH3:1][N:2]([CH3:13])[C:3]([C:5]1[CH:10]=[C:9]([Cl:11])[N:8]=[N:7][C:6]=1Cl)=[O:4].[NH3:14]>C(O)C>[CH3:1][N:2]([CH3:13])[C:3]([C:5]1[CH:10]=[C:9]([Cl:11])[N:8]=[N:7][C:6]=1[NH2:14])=[O:4]

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 22899434HCID 22899434, compound

Product 1

HCID 57731532HCID 57731532, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To 3,6-dichloro-pyridazine-4-carboxylic acid dimethylamide (100 mg, 0.456 mmol) was added saturated ammonia in absolute ethanol (2 mL) and the mixture irradiated in a microwave reactor to 180° C. for 45 min. 1 mL of saturated ammonia in ethanol was added and irradiation continued for an additional 30 min. The sample was concentrated in vacuo, washed with saturated ammonium chloride (1×) and brine (1×). Saturated sodium bicarbonate was added to the aqueous layer and was extracted with ethyl acetate (3×). The combined organics were dried over sodium sulfate to afford 3-amino-6-chloro-pyridazine-4-carboxylic acid dimethylamide (54.9 mg, 60%). MS: m/z 389 (M+H+).

Workup

  1. customthe mixture irradiated in a microwave reactor to 180° C. for 45 min
  2. customirradiation
  3. concentrationThe sample was concentrated in vacuo
  4. washwashed with saturated ammonium chloride (1×) and brine (1×)
  5. additionSaturated sodium bicarbonate was added to the aqueous layer
  6. extractionwas extracted with ethyl acetate (3×)
  7. dry with materialThe combined organics were dried over sodium sulfate

Sources & evidence

ORD record
ord-4f478bccbe734dd99e067530472205f3
Source dataset
uspto-grants-2010_05
Patent number
US07709645B2

Reaction notes

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