Sodium Bicarbonate → HCID 22911640, compound

HRID 1378427Notes

Reaction equation

HRID 1378427 reaction equation
[F:1][CH2:2][CH2:3][NH:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][N:6]=1.C([O-])(O)=O.[Na+]>CCO>[NH2:11][C:8]1[CH:9]=[CH:10][C:5]([NH:4][CH2:3][CH2:2][F:1])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 22911623HCID 22911623, compound

Product 1

HCID 22911640HCID 22911640, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

A stirred mixture of the product from Step 1 (2.08 g, 0.0112 mol) and EtOH (25 ml), under nitrogen, was treated with stannous chloride dihydrate (12.6 g, 0.056 mol). The mixture was warmed at 75° C. for 30 minutes, cooled and mixed with ice water. This mixture was made alkaline (pH 8-9) with saturated NaHCO3 and extracted with EtOAc. The extract was concentrated to give the titled product which was used without further purification in Step 3.

Workup

  1. temperaturecooled
  2. extractionextracted with EtOAc
  3. concentrationThe extract was concentrated

Sources & evidence

ORD record
ord-8f24dfcdb22d4d039780ed500d4e96e3
Source dataset
uspto-grants-1997_09
Patent number
US05668157

Reaction notes

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