Phosphorus oxychloride → HCID 14000270, compound

HRID 1397637Notes

Reaction equation

HRID 1397637 reaction equation
[NH2:1][C:2]1[C:7]([N:8]([CH3:17])[C:9](=O)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:6]([Cl:18])[N:5]=[CH:4][N:3]=1.P(Cl)(Cl)(Cl)=O>>[Cl:18][C:6]1[N:5]=[CH:4][N:3]=[C:2]2[C:7]=1[N:8]([CH3:17])[C:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[N:1]2

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86618739HCID 86618739, compound

Product 1

HCID 14000270HCID 14000270, compoundYield 84.8%

Conditions

Temperature
115 °C

Procedure

A suspension of N-(4-amino-6-chloropyrimidin-5-yl)-N-methylbenzamide (0.285 g, 0.00108 mol) in phosphoryl chloride (8 mL, 0.08 mol) was heated at 115° C. overnight. The mixture was cooled, concentrated and triturated in diethyl ether to obtain 224 mg (84.4%) yellow solid. LC/MS: Rt=1.30 min, ES+ 245.08 (AA standard).

Workup

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated
  3. customtriturated in diethyl ether

Sources & evidence

ORD record
ord-35713568e01d466898372dc7e89d0e34
Source dataset
uspto-grants-2014_12
Patent number
US08901136B2

Reaction notes

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