Hydrazine hydrate (1:1) → HCID 178502067, compound

HRID 70238Notes

Reaction equation

HRID 70238 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH:9]=[CH:10][N:11](C)C)=[CH:4][C:3]=1[CH2:15][NH:16][C:17](=[O:20])[O:18][CH3:19].O.[NH2:22]N>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][NH:11][N:22]=2)=[CH:4][C:3]=1[CH2:15][NH:16][C:17](=[O:20])[O:18][CH3:19]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 66789975methyl N-[[2-chloro-5-[3-(dimethylamino)-1-oxo-2-propen-1-yl]phenyl]methyl]carbamate2×

Product 1

HCID 178502067HCID 178502067, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl N-[[2-chloro-5-[3-(dimethylamino)-1-oxo-2-propen-1-yl]phenyl]methyl]carbamate (i.e. the product of Step A) (4.14 g, 13.9 mmol) in methanol (80 mL) was added hydrazine hydrate (0.771 g, 15.4 mmol). The reaction mixture was stirred at room temperature for 2 days. The reaction mixture was filtered and the solid collected was dried under reduced pressure to provide the title compound, a compound of the present invention, as a solid (3.26 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solid collected
  3. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-34afce74ae634ac1980e3bcfefddc848
Source dataset
uspto-grants-2014_09
Patent number
US08822521B2

Reaction notes

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