Sodium Hydroxide → HCID 178513171, compound

HRID 923326Notes

Reaction equation

HRID 923326 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][C:19]=1[Cl:20])[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][C:19]=1[Cl:20])[C:14]([NH:6][NH:5][C:7](=[NH:8])[NH2:9])=[O:15]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 76403Benzoyl chloride, 3,4-dichloro-HCID 178513185HCID 178513185, compound

Product 1

HCID 178513171HCID 178513171, compoundYield 40.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a solution of hydrazinecarboximidamide carbonic acid salt (15.6 g, 114.61 mmol) in pyridine (100 ml) was added 3,4-dichlorobenzoyl chloride (20 g, 95.48 mmol), and the resulting mixture was stirred overnight at room temperature, then 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 precipitated and was collected by filtration and dried in an oven under reduced pressure to afford 2-(3,4-dichlorobenzoyl)hydrazinecarboximidamide as a light yellow solid (9.5 g, 40%).

Workup

  1. concentrationconcentrated under vacuum
  2. customto give a residue, which
  3. customThe product precipitated
  4. filtrationwas collected by filtration
  5. customdried in an oven under reduced pressure

Sources & evidence

ORD record
ord-ac09d21640ce437bb635a8f179fa1086
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

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