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

HRID 1637715Notes

Reaction equation

HRID 1637715 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-216679d7b3aa436191bed64e336747e4
Source dataset
uspto-grants-2000_03
Patent number
US06043248

Reaction notes

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