Hydrochloric Acid → Ammonia

HRID 343993

Reaction equation

HRID 343993 reaction equation
[P:1]([O:5][C:6]1[CH:17]=[CH:16][C:9]([CH2:10][C@@H:11]([C:13]([OH:15])=[O:14])[NH2:12])=[CH:8][CH:7]=1)([OH:4])([OH:3])=[O:2].Cl>O1CCCC1>[P:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([CH2:10][C@@H:11]([C:13]([OH:15])=[O:14])[NH2:12])=[CH:16][CH:17]=1)([OH:3])([OH:4])=[O:2].[NH3:12]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 30819Phospho-L-tyrosine

Product 2

HCID 222AmmoniaHCID 30819Phospho-L-tyrosine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The tyrosine phosphate derivative VIII when treated with a mixture of 0.1M hydrochloric acid and tetrahydrofuran (1:1) at room temperature for 3 hours gave less than 5% loss of the phosphate group. Treatment of compound VIII with concentrated ammonia in a sealed tube for 5 hours at 60° C. gave rise to complete removal of both 2-cyanoethyl groups with only a trace of loss of phosphate.

Workup

  1. customgave less than 5% loss of the phosphate group

Sources & evidence

ORD record
ord-debd17f443ba4611b13f3af1e8b81e49
Source dataset
uspto-grants-1999_01
Patent number
US05864032

Linked notes

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