Hydrazinium chloride → HCID 178497541, compound

HRID 1584640Notes

Reaction equation

HRID 1584640 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([C:12](=O)[CH:13]=[CH:14][N:15](C)C)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].Cl.[NH2:20]N>C(O)C>[Cl:1][C:2]1[CH:11]=[C:10]([C:12]2[CH:13]=[CH:14][NH:15][N:20]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 115031Hydrazinium chlorideHCID 85040066HCID 85040066, compound

Product 1

HCID 178497541HCID 178497541, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
77.5 °C

Procedure

To a suspension of 2-chloro-4-(3-dimethylamino-2-propen-1-on-1-yl)-benzoic acid, methyl ester (13.67 g) in ethanol (53 ml) was added hydrazine monohydrochloride (7.0 g). The mixture was heated in an oil bath at 75-80° C. for one hour. The solvent was removed in vacuo. The resulting residue was dissolved in ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate, and the solvent removed in vacuo to yield the title compound as a crude solid (12 g). A purified sample had a melting point of 130-131° C.

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionThe resulting residue was dissolved in ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-b563ead2f6a74f559076c2462d6b56a6
Source dataset
uspto-grants-1999_08
Patent number
US05932745

Reaction notes

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