Formic Acid → N-(2-Amino-4,6-dichloropyrimidin-5-yl)formamide

HRID 2084580Notes

Reaction equation

HRID 2084580 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([NH2:9])=[C:4]([Cl:10])[N:3]=1.O.[CH:12](O)=[O:13]>C1(C)C=CC=CC=1>[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([NH:9][CH:12]=[O:13])=[C:4]([Cl:10])[N:3]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 962WaterHCID 3010392,5-Diamino-4,6-dichloropyrimidine

Product 1

HCID 10198177N-(2-Amino-4,6-dichloropyrimidin-5-yl)formamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
52.5 °C

Procedure

2,5-Diamino-4,6-dichloropyrimidine (0.01 mol; 2.0 g) and water (0.25 mol; 4.55 ml) were stirred at room temperature. 98% strength formic acid (0.4 mol; 18.27 g; 14.97 ml) was then added to the reaction. The reaction was subsequently heated to 50-55° C. and kept at this temperature for 3 h. Toluene (0.38 mol; 34.6 g; 40 ml) was then added for the azeotropic distillation under high vacuum at 50° C. (toluene was added twice to guarantee a good distillation, i.e. a total of 80 ml).

Workup

  1. additionwas added twice
  2. distillationa good distillation, i.e. a total of 80 ml)

Sources & evidence

ORD record
ord-53b7c77630874fe8a2fcc1845410146b
Source dataset
uspto-grants-2004_04
Patent number
US06716981B2

Reaction notes

Loading…