Ammonia → HCID 10423551, compound

HRID 1198108Notes

Reaction equation

HRID 1198108 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[N:10]=[C:11](O)[C:12]2[S:17][CH:16]=[CH:15][C:13]=2[N:14]=1.N.P(Cl)(Cl)([Cl:22])=O>>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]1[N:10]=[C:11]([Cl:22])[C:12]2[S:17][CH:16]=[CH:15][C:13]=2[N:14]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 178424356HCID 178424356, compound

Product 1

HCID 10423551HCID 10423551, compound

Procedure

2-(2-Methylphenylamino)-4-hydroxythieno[3,2-d]-pyrimidine (2 g, 0.0078 mol) and phosphorus oxychloride (20 ml) were heated under reflux for 1 hour. The solution was poured onto ice, basified with concentrated NH3 solution, and extracted with dichloromethane (3×100 ml). The dichloromethane extracts were combined, dried over magnesium sulphate and evaporated to give a yellow solid, 2.08 g. Recrystallization from methanol gave an analytically pure sample, m.p. 87°-89°.

Workup

  1. temperatureunder reflux for 1 hour
  2. additionThe solution was poured onto ice
  3. extractionextracted with dichloromethane (3×100 ml)
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. customto give a yellow solid, 2.08 g
  7. customRecrystallization from methanol
  8. customgave an analytically pure sample, m.p. 87°-89°

Sources & evidence

ORD record
ord-0af037de389149d4a0b9f4bcb70edeac
Source dataset
uspto-grants-1994_01
Patent number
US05280026

Reaction notes

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