Sodium Hydroxide → HCID 178513169, compound

HRID 923331Notes

Reaction equation

HRID 923331 reaction equation
C(=O)(O)O.[NH:5]([C:7](=[NH:9])[NH2:8])[NH2:6].[Cl:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14](Cl)=[O:15].[OH-].[Na+]>N1C=CC=CC=1.O>[Cl:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][CH:19]=1)[C:14]([NH:6][NH:5][C:7](=[NH:8])[NH2:9])=[O:15]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 69252Benzoyl chloride, 3-chloro-HCID 178513185HCID 178513185, compound

Product 1

HCID 178513169HCID 178513169, compoundYield 43%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a solution of hydrazinecarboximidamide carbonic acid salt (14 g, 241.12 mmol) in pyridine (100 ml) was added 3-chlorobenzoyl chloride (15 g, 85.71 mmol), and the reaction mixture was stirred for 10 h at room temperature. The resulting mixture was concentrated under vacuum to give a residue, which was dissolved in water (30 ml) and adjusted to pH 12 with sodium hydroxide (aq., sat.). The product was precipitated and collected by filtration and dried in an oven under reduced pressure to afford 2-(3-chlorobenzoyl)hydrazinecarboximidamide as a light yellow solid (7.8 g, 43%).

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum
  2. customto give a residue, which
  3. customThe product was precipitated
  4. filtrationcollected by filtration
  5. customdried in an oven under reduced pressure

Sources & evidence

ORD record
ord-3a325f3d633b47ca9b0ab402b7b2ce69
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

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