Hydrochloric Acid → HCID 19829860, compound

HRID 1493626Notes

Reaction equation

HRID 1493626 reaction equation
NC(N)=O.[NH2:5][C:6]([NH:8][N:9]([CH2:17][C:18]([O:20]C)=O)[C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=1)=[O:7].C[O-].[Na+].Cl>CO>[Br:16][C:13]1[CH:14]=[CH:15][C:10]([N:9]2[CH2:17][C:18](=[O:20])[NH:5][C:6](=[O:7])[NH:8]2)=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1176UreaHCID 10942334Sodium Methoxide2×HCID 53956064HCID 53956064, compound

Product 1

HCID 19829860HCID 19829860, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The urea, (Intermediate 59, 2.26 g, 7.5 mmol) and sodium methoxide (525 mg; 9.7 mmol) were stirred under nitrogen in methanol (20 ml) for 2 h. A further amount of sodium methoxide (100 mg; 1.9 mmol) was added and the reaction left overnight. The reaction was neutralised with acid (2N HCl) and the precipitate was filtered. The precipitate was recrystallised several times from dioxan to give the title compound (357 mg; 18%).

Workup

  1. filtrationthe precipitate was filtered
  2. customThe precipitate was recrystallised several times from dioxan

Sources & evidence

ORD record
ord-5e0330104d1e420c948fc49c359095c1
Source dataset
uspto-grants-1991_06
Patent number
US05023255

Reaction notes

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