Water → HCID 13068466, compound

HRID 1759133Notes

Reaction equation

HRID 1759133 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([CH2:9][CH2:10]Cl)=[C:4](Cl)[N:3]=1.[OH-:13].[Na+].O>C(O)(C)(C)C>[Cl:8][C:6]1[C:5]2[CH2:9][CH2:10][O:13][C:4]=2[N:3]=[C:2]([NH2:1])[N:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 13068465HCID 13068465, compound

Product 1

HCID 13068466HCID 13068466, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A suspension of 6.0 g of 2-amino-5-(2-chloroethyl)-4,6-dichloropyrimidine, 29 ml of 2 N aqueous sodium hydroxide solution, 35 ml water and 75 ml of t-butanol was heated to reflux (60°) for 24 hours then cooled. The solid was collected by filtration, rinsed with water and dried to yield 2.4 g of 4-chloro-5,6-dihydrofuro[2,3-d]pyrimidin-2-amine, m.p. 258°-263°. The product showed characteristic triplet absorption bands at 3.40 and 5.10 ppm in the nuclear magnetic resonance spectrum (60 MHz), indicating the title compound.

Workup

  1. temperaturewas heated
  2. temperatureto reflux (60°) for 24 hours
  3. temperaturethen cooled
  4. filtrationThe solid was collected by filtration
  5. washrinsed with water
  6. customdried

Sources & evidence

ORD record
ord-804b22f49fba46ec84428b016ef78f78
Source dataset
uspto-grants-1982_07
Patent number
US04339267

Reaction notes

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