Sodium Hydroxide → HCID 178508993, compound

HRID 1507814Notes

Reaction equation

HRID 1507814 reaction equation
Cl.[NH2:2][C:3]1[N:8]=[C:7]([OH:9])[C:6]([NH2:10])=[C:5]([OH:11])[N:4]=1.[OH-].[Na+].[S:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[CH2:19][CH2:20][C:21](Cl)=[O:22].S1C=CC=C1CCC(O)=O>S(Cl)(Cl)=O.O>[NH2:2][C:3]1[N:8]=[C:7]([OH:9])[C:6]([NH:10][C:21](=[O:22])[CH2:20][CH2:19][C:15]2[S:14][CH:18]=[CH:17][CH:16]=2)=[C:5]([OH:11])[N:4]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 7031693-(2-Thienyl)propanoic acidHCID 149601613-(2-Thienyl)-propanoic acid chlorideHCID 178479162HCID 178479162, compound

Product 1

HCID 178508993HCID 178508993, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 24386Thionyl ChlorideSolvent2×

Procedure

To a solution of 2,5-diaminopyrimidine-4,6-diol hydrogen chloride (1.04 g, 5.8 mmol) in sodium hydroxide (17.8 mmol) solution (25 ml of H2O) was added 3-thiophen-2-ylpropionyl chloride (6.4 mmol). The latter was prepared by refluxing 3-thiophen-2-ylpropionic acid (6.4 mmol) in thionyl chloride (500 μL) for 1 hour whereupon the excess of thionyl chloride was removed by evaporation in vacuo. The reaction mixture was stirred at room temperature for 18 hours. The pH of the suspension was adjusted to approximately 6 and the solids were filtered off. The title compound (1.25 g) was characterized by its mass spectrum: MS m/z (%): 515 ([M+H]+, 100).

Workup

  1. customThe latter was prepared
  2. customwas removed by evaporation in vacuo
  3. filtrationthe solids were filtered off

Sources & evidence

ORD record
ord-fc2987293323462bac2b4052354e70b7
Source dataset
uspto-grants-2015_12
Patent number
US09221822B2

Reaction notes

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