Hydrazine hydrate (1:1) → HCID 178474518, compound

HRID 1408420Notes

Reaction equation

HRID 1408420 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:19])[CH3:18].O.[NH2:21]N>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][NH:11][N:21]=2)=[CH:4][C:3]=1[CH2:15][NH:16][C:17](=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67151137N-[[2-chloro-5-[3-(dimethylamino)-1-oxo-2-propen-1-yl]-phenyl]methyl]acetamide2×

Product 1

HCID 178474518HCID 178474518, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of N-[[2-chloro-5-[3-(dimethylamino)-1-oxo-2-propen-1-yl]phenyl]methyl]-acetamide (i.e. the product of Step A) (10.0 g, 35.7 mmol) and hydrazine hydrate (2.6 mL, 53.6 mmol) in methanol (100 mL) was stirred at room temperature for 20 h. The reaction mixture was then cooled to −5° C. and filtered, resulting in the title product as a solid (2.0 g), which was used in the next step without purification.

Workup

  1. temperatureThe reaction mixture was then cooled to −5° C.
  2. filtrationfiltered

Sources & evidence

ORD record
ord-1dbde14fde434928ba0da2cf1f256cf3
Source dataset
uspto-grants-2014_12
Patent number
US08921360B2

Reaction notes

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