Hydrochloric Acid → HCID 15272405, compound

HRID 483375Notes

Reaction equation

HRID 483375 reaction equation
N([O-])=[O:2].[Na+].[N+:5]([C:8]1[CH:19]=[CH:18][C:11]([CH2:12][C@@H:13]([C:15]([OH:17])=[O:16])N)=[CH:10][CH:9]=1)([O-:7])=[O:6].Cl.OS(O)(=O)=O>O>[OH:2][CH:13]([CH2:12][C:11]1[CH:18]=[CH:19][C:8]([N+:5]([O-:7])=[O:6])=[CH:9][CH:10]=1)[C:15]([OH:17])=[O:16]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 137064-Nitro-3-phenyl-L-alanineHCID 23668193Sodium Nitrite

Product 1

HCID 15272405HCID 15272405, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of sodium nitrite (4.6 g) in water (18 ml) was added dropwise at 0° C. over 20 minutes to a stirred mixture of p-nitrophenylalanine (6.3 g, Fluka) c.HCl (3.1 ml), 5% aqu. H2SO4 (80 ml) and water (10 ml). When addition was complete, the mixture was stirred at 0° C. for 1 hour, then allowed to warm to room temperature over 2 hours. The mixture was extracted with ethyl acetate (×4) and the extracts dried over MgSO4 and evaporated in vacuo to give the desired product as a white solid (3.1 g).

Workup

  1. additionWhen addition
  2. temperatureto warm to room temperature over 2 hours
  3. extractionThe mixture was extracted with ethyl acetate (×4)
  4. dry with materialthe extracts dried over MgSO4
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-20dd5e078a4c470ebf621a92bde3c547
Source dataset
uspto-grants-1993_07
Patent number
US05225431

Reaction notes

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