Phosphorus oxychloride → HCID 57468507, compound

HRID 656489Notes

Reaction equation

HRID 656489 reaction equation
[Br:1][C:2]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:3]=1[O:4][CH2:5][C:6]1(O)[CH2:15][CH2:14][CH2:13][C:12]2[N:11]=[CH:10][N:9]=[CH:8][C:7]1=2.P(Cl)(Cl)(Cl)=O>N1C=CC=CC=1>[Br:1][C:2]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:3]=1[O:4][CH2:5][C:6]1[C:7]2[CH:8]=[N:9][CH:10]=[N:11][C:12]=2[CH2:13][CH2:14][CH:15]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 66915478HCID 66915478, compound

Product 1

HCID 57468507HCID 57468507, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 10 mmol of 5-(2-bromo-5-methoxyphenoxymethyl)-5,6,7,8-tetrahydroquinazolin-5-ol and 20 mmol of phosphorus oxychloride in 20 ml of pyridine is heated at reflux for 0.5-1 hour. The mixture is poured onto ice and extracted with tert-butyl methyl ether. The combined organic extracts are washed with brine, dried with sodium sulphate and evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60F) on the bias of the Rf value.

Workup

  1. temperatureat reflux for 0.5-1 hour
  2. additionThe mixture is poured onto ice
  3. extractionextracted with tert-butyl methyl ether
  4. washThe combined organic extracts are washed with brine
  5. dry with materialdried with sodium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-0bffdc018a494aeaa10f1e631ab5af44
Source dataset
uspto-grants-2011_12
Patent number
US08071774B2

Reaction notes

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