Hydrochloric Acid → 2-Amino-alpha-(2-Furanylmethyl)-1,6-dihydro-5-nitro-6-oxo-4-pyrimidineacetonitrile

HRID 2372886Notes

Reaction equation

HRID 2372886 reaction equation
[NH2:1][C:2]1[NH:3][C:4](=[O:25])[C:5]([N+:22]([O-:24])=[O:23])=[C:6]([C:8]([C:20]#[N:21])([CH2:14][C:15]2[O:16][CH:17]=[CH:18][CH:19]=2)C(OCC)=O)[N:7]=1.Cl>[OH-].[Na+]>[NH2:1][C:2]1[NH:3][C:4](=[O:25])[C:5]([N+:22]([O-:24])=[O:23])=[C:6]([CH:8]([CH2:14][C:15]2[O:16][CH:17]=[CH:18][CH:19]=2)[C:20]#[N:21])[N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1363646042-Amino-alpha-cyano-alpha-(2-furanylmethyl)-1,6-dihydro-5-nitro6-oxo-4-pyrimidineacetic acid, ethyl ester

Product 1

HCID 1363646052-Amino-alpha-(2-Furanylmethyl)-1,6-dihydro-5-nitro-6-oxo-4-pyrimidineacetonitrileYield 76.2%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 2-Amino-α-cyano-α-(2-furanyl-methyl)-1,6-dihydro-5-nitro-6-oxo-4-pyrimidineacetic acid, ethyl ester (5.0 g) in 1N NaOH (200 mL) is stirred at room temperature for 2 h. The reaction mixture is acidified (pH 1) by the dropwise addition of conc HCl and is stirred at room temperature for 2 min. The precipitate is collected by filtration, washed with water, and dried to give 2-Amino-α-(2-Furanylmethyl)-1, 6-dihydro-5-nitro-6-oxo-4-pyrimidineacetonitrile (3.02 g 73%). ##STR22##

Workup

  1. filtrationThe precipitate is collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-556ab8b14c0644fcb72b9b0930a1f717
Source dataset
uspto-grants-1992_03
Patent number
US05101030

Reaction notes

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