Sodium Chloride → HCID 178512574, compound

HRID 56600

Reaction equation

HRID 56600 reaction equation
C([N:4](CC)C(C)C)(C)C.O.NN.Cl.[N+:14]([C:17]1[CH:22]=[CH:21][C:20]([C:23](=[NH:25])[NH2:24])=[CH:19][CH:18]=1)([O-:16])=[O:15].[Cl-].[Na+]>CO.C(OCC)(=O)C>[N+:14]([C:17]1[CH:18]=[CH:19][C:20]([C:23](=[NH:24])[NH:25][NH2:4])=[CH:21][CH:22]=1)([O-:16])=[O:15]

Participants

7

Reactant 4

HCID 5234Sodium ChlorideHCID 24654Hydrazine hydrate (1:1)HCID 81531DiisopropylethylamineHCID 1706254-Nitrobenzamidine hydrochloride

Product 1

HCID 178512574HCID 178512574, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

At 0° C., 5.2 ml (29.8 mmol, 3 eq.) of N,N-diisopropylethylamine and 0.62 g (purity 80%, 9.92 mmol, 1.0 eq.) of hydrazine monohydrate were added to a solution of 2.0 g (9.92 mmol) of 4-nitrobenzenecarboximidamide monohydrochloride in 20 ml of methanol, and the mixture was stirred at RT for 64 h. The reaction mixture was then added to 10% strength sodium chloride solution and, after addition of ethyl acetate and phase separation, was extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated under reduced pressure. Yield: 1.7 g (93% of theory)

Workup

  1. extractionwas extracted twice with ethyl acetate
  2. dry with materialThe combined organic phases were dried over sodium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-05d02b578f3241d1adb7583028d7eb0a
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Linked notes

Loading…