Sodium → HCID 15631236, compound

HRID 236566Notes

Reaction equation

HRID 236566 reaction equation
[C:1]([O:5][CH2:6][C:7]([CH3:25])([OH:24])[CH:8]([NH:13]S(C1C(C)=CC=CC=1)(=O)=O)[CH2:9][CH:10]([CH3:12])[CH3:11])([CH3:4])([CH3:3])[CH3:2].[Na]>N>[NH2:13][CH:8]([CH2:9][CH:10]([CH3:12])[CH3:11])[C:7]([CH3:25])([OH:24])[CH2:6][O:5][C:1]([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 131715065HCID 131715065, compound

Product 1

HCID 15631236HCID 15631236, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

To a solution of the resultant compound of Example 58 (0.40 g, 1.1 mmol) in liquid NH3 (80 ml) was added sodium (0.25 g, 11 mmol) with stirring. After 5 hours the solvent was evaporated and the residue was partitioned between benzene (40 ml), ethanol (10 ml), and water (30 ml). The layers were separated and the aqueous phase was extracted with ether. The combined organic layers were dried and evaporated to give 0.19 g (79%) of the desired compound. Mass spectrum: M+ =217.

Workup

  1. customAfter 5 hours the solvent was evaporated
  2. customthe residue was partitioned between benzene (40 ml), ethanol (10 ml), and water (30 ml)
  3. customThe layers were separated
  4. extractionthe aqueous phase was extracted with ether
  5. customThe combined organic layers were dried
  6. customevaporated

Sources & evidence

ORD record
ord-66f9d54166fc4076a5acfc9088800e40
Source dataset
uspto-grants-1987_02
Patent number
US04645759

Reaction notes

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