Dichloromethane → HCID 178513167, compound

HRID 923349Notes

Reaction equation

HRID 923349 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].C(=O)(O)O.[NH:15]([C:17](=[NH:19])[NH2:18])[NH2:16].ClCCl>N1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:16][NH:15][C:17](=[NH:18])[NH2:19])=[O:5]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 691102-Chlorobenzoyl chlorideHCID 178513185HCID 178513185, compound

Product 1

HCID 178513167HCID 178513167, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 2-chlorobenzoyl chloride (10 g, 60 mmol, 1.00 equiv) and hydrazinecarboximidamide carbonic acid salt (11.6 g, 85 mmol, 1.49 equiv) in pyridine (10 mL) and dichloromethane (100 g, 1.18 mol, 41.21 equiv) was stirred for 3 h at 25° C. After the reaction was completed, the resulting mixture was concentrated under vacuum. The residue was purified via silica gel column (ethyl acetate/petroleum ether (10/1)) resulting in 3 g (22%) of 2-(2-chlorobenzoyl)hydrazinecarboximidamide as yellow oil.

Workup

  1. concentrationthe resulting mixture was concentrated under vacuum
  2. customThe residue was purified via silica gel column (ethyl acetate/petroleum ether (10/1))
  3. customresulting in 3 g (22%) of 2-(2-chlorobenzoyl)hydrazinecarboximidamide as yellow oil

Sources & evidence

ORD record
ord-7aeec9edd08a412a918a756812d79df1
Source dataset
uspto-grants-2016_03
Patent number
US09278973B2

Reaction notes

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