Phosphorus oxychloride → HCID 19988647, compound

HRID 973556Notes

Reaction equation

HRID 973556 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[C:13](O)[N:12]=[C:11]([S:16][CH3:17])[N:10]=2)[CH:6]=[CH:7][CH:8]=1)#[N:2].P(Cl)(Cl)([Cl:20])=O>>[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[C:13]([Cl:20])[N:12]=[C:11]([S:16][CH3:17])[N:10]=2)[CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178503534HCID 178503534, compound

Product 1

HCID 19988647HCID 19988647, compound

Procedure

A suspension of 4-(3-cyanophenyl)-6-hydroxy-2-methylthiopyrimidine in phosphorus oxychloride is stirred for 5 hours at 110°. The reaction mixture is concentrated by evaporation, ice-water is added and the whole is adjusted to pH 5-6 by the addition of 10N sodium hydroxide solution. The undissolved material is filtered off with suction, washed with water and dried in vacuo to give the title compound. [Analogously to J. pharm. Soc. Japan 70, 137 (1950)].

Workup

  1. concentrationThe reaction mixture is concentrated by evaporation, ice-water
  2. additionis added
  3. additionthe whole is adjusted to pH 5-6 by the addition of 10N sodium hydroxide solution
  4. filtrationThe undissolved material is filtered off with suction
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-3a6f67d10686404a906513025c73f210
Source dataset
uspto-grants-1991_11
Patent number
US05064832

Reaction notes

Loading…