4-Chlorobenzoyl chloride → HCID 178513170, compound

HRID 923338Notes

Reaction equation

HRID 923338 reaction equation
C(=O)(O)O.[NH:5]([C:7](=[NH:9])[NH2:8])[NH2:6].[Cl:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][CH:12]=1>N1C=CC=CC=1.C(Cl)Cl>[Cl:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH:6][NH:5][C:7](=[NH:8])[NH2:9])=[O:16])=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 178513185HCID 178513185, compound

Product 1

HCID 178513170HCID 178513170, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
15 °C

Procedure

To a solution of hydrazinecarboximidamide bicarbonate salt (2.3 g, 31.05 mmol) in pyridine (70 ml) was added dropwise 4-chlorobenzoyl chloride (4.5 g, crude) in DCM (20 ml). After stirring overnight at 15° C., the resulting mixture was concentrated under vacuum, quenched by the addition of water (20 ml) and adjusted to pH 13 with sodium hydroxide solution (10N). The product was collected by filtration and dried to give 2-(4-chlorobenzoyl)hydrazinecarboximidamide as a white solid (2.1 g, crude).

Workup

  1. concentrationthe resulting mixture was concentrated under vacuum
  2. customquenched by the addition of water (20 ml)
  3. filtrationThe product was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-9c6f445d54624a0a8bf67b37052a1dae
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

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