Trifluoroacetic acid → 4-Amino-6-chloropyrimidine-2(1H)-thione

HRID 1602185Notes

Reaction equation

HRID 1602185 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([S:9]CC2C=CC(OC)=CC=2)[N:3]=1.FC(F)(F)C(O)=O>>[CH:7]1[C:2]([NH2:1])=[N:3][C:4](=[S:9])[NH:5][C:6]=1[Cl:8]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 470536HCID 470536, compound

Product 1

HCID 105153224-Amino-6-chloropyrimidine-2(1H)-thione

Procedure

4-amino-6-chloro-2-(4-methoxyphenylmethylthio)-pyrimidine (11.0 g, 39.15 mmol: Cpd #93) and trifluoroacetic acid (84 ml) are heated to reflux for 20 hours, then the excess solvent is removed in vacuo. The sample is triturated with chloroform then stirred with ether and filtered. The solid is washed with ether then air dried, mp >320° C.

Workup

  1. temperatureto reflux for 20 hours
  2. customthe excess solvent is removed in vacuo
  3. customThe sample is triturated with chloroform
  4. filtrationfiltered
  5. washThe solid is washed with ether
  6. customair dried

Sources & evidence

ORD record
ord-c2af67178c6f4d18ae6b0358f21c0323
Source dataset
uspto-grants-1999_11
Patent number
US05981537

Reaction notes

Loading…