Phosphorus oxychloride → HCID 13519850, compound

HRID 371390Notes

Reaction equation

HRID 371390 reaction equation
[CH2:1]([S:8][C:9]1[N:14]=[C:13](O)[CH:12]=[C:11]([CH2:16][CH2:17][CH3:18])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:21])=O>>[CH2:1]([S:8][C:9]1[N:14]=[C:13]([Cl:21])[CH:12]=[C:11]([CH2:16][CH2:17][CH3:18])[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178439471HCID 178439471, compound

Product 1

HCID 13519850HCID 13519850, compound

Conditions

Temperature
20 °C

Procedure

A mixture of 72 g (0.28 mole) of 2-benzylthio-4-hydroxy-6-n-propylpyrimidine (from Part A) and 100 ml of phosphorus oxychloride was heated at reflux for three hours, and was then allowed to cool to 20° C. After evaporating in vacuo the residue was poured into ice water with vigorous stirring. The mixture was extracted with three 75 ml portions of diethyl ether, and the extracts were dried over magnesium sulfate and evaporated to provide a yellow oil residue of 2-benzylthio-4-chloro-6-n-propylpyrimidine.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for three hours
  3. customAfter evaporating in vacuo the residue
  4. additionwas poured into ice water with vigorous stirring
  5. extractionThe mixture was extracted with three 75 ml portions of diethyl ether
  6. dry with materialthe extracts were dried over magnesium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-31171c9dd8b94a08a4771a341060eba1
Source dataset
uspto-grants-1985_07
Patent number
US04532242

Reaction notes

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