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

HRID 2372882Notes

Reaction equation

HRID 2372882 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[S: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[S:16][CH:17]=[CH:18][CH:19]=2)[C:20]#[N:21])[N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1363646022-Amino-alpha-cyano-1,6-dihydro-5-nitro-6-oxo-alpha-(2-thienylmethyl)-4-pyrimidineacetic acid, ethyl ester

Product 1

HCID 1361862402-Amino-1,6-dihydro-5-nitro-6-oxo-alpha-(2-thienylmethyl)-4-pyrimidineacetonitrile

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Procedure

A solution of 2-Amino-α-cyano-1,6-dihydro-5-nitro-6-oxo-α-(2-thienylmethyl)-4-pyrimidineacetic acid, ethyl ester as prepared above (5.0 g) in 1N NaOH (200 mL) is stirred at room temperature for 90 min. The reaction mixture is acidified to pH 1 with 4N HCl and stirred for 5 min. The reaction mixture is neutralized (pH 7) with 1N NaOH and the product 2-Amino-1,6-dihydro-5-nitro-6-oxo-α-(2-thienylmethyl)-4-pyrimidineacetonitrile (4.1 g, 98%) is collected by filtration. ##STR16##

Workup

  1. stirringstirred for 5 min
  2. filtrationthe product 2-Amino-1,6-dihydro-5-nitro-6-oxo-α-(2-thienylmethyl)-4-pyrimidineacetonitrile (4.1 g, 98%) is collected by filtration

Sources & evidence

ORD record
ord-6aeedef1836d42daab0d84ea104327ee
Source dataset
uspto-grants-1992_03
Patent number
US05101030

Reaction notes

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