Thionyl Chloride → HCID 136360831, compound

HRID 1487432Notes

Reaction equation

HRID 1487432 reaction equation
O[CH2:2][C:3]1[C:4]([C:11]2[NH:12][CH:13]=[CH:14][N:15]=2)=[C:5]([OH:10])[C:6]([CH3:9])=[N:7][CH:8]=1.S(Cl)([Cl:18])=O>C1(C)C=CC=CC=1>[ClH:18].[Cl:18][CH2:2][C:3]1[C:4]([C:11]2[NH:12][CH:13]=[CH:14][N:15]=2)=[C:5]([OH:10])[C:6]([CH3:9])=[N:7][CH:8]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 135532669667398-46-1

Product 1

HCID 136360831HCID 136360831, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

5-(hydroxymethyl)-4-(1H-imidazol-2-yl)-2-methylpyridin-3-ol (5.1 g, 25 mmol) was suspended in toluene (100 mL) and thionyl chloride (25 mL) was added. The suspension was heated to reflux for 2 h, cooled to 0° C. and filtered. The title compound was obtained as brown solid (Purity by NMR: 70-80%) and was used without further purification in the next step.

Workup

  1. temperatureThe suspension was heated
  2. temperatureto reflux for 2 h
  3. filtrationfiltered

Sources & evidence

ORD record
ord-58b7f2a8e55a4b9a9186cc9ad17e9065
Source dataset
uspto-grants-2016_08
Patent number
US09428533B2

Reaction notes

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