Thionyl Chloride → HCID 14473251, compound

HRID 973808Notes

Reaction equation

HRID 973808 reaction equation
[Cl:1][C:2]([Cl:23])([Cl:22])[C:3]1[N:8]=[C:7]([C:9]([Cl:12])([Cl:11])[Cl:10])[N:6]=[C:5]([C:13]2[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=2)[N:4]=1.S(Cl)([Cl:26])=O>>[Cl:11][C:9]([Cl:12])([Cl:10])[C:7]1[N:8]=[C:3]([C:2]([Cl:1])([Cl:22])[Cl:23])[N:4]=[C:5]([C:13]2[CH:14]=[CH:15][C:16]([C:17]([Cl:26])=[O:18])=[CH:20][CH:21]=2)[N:6]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 145729154-[4,6-Bis(trichloromethyl)-1,3,5-triazin-2-yl]benzoic acid

Product 1

HCID 14473251HCID 14473251, compound

Procedure

4-(4,6-Bis(trichloromethyl)-s-triazin-2-yl)-benzoic acid (87 pw) is added to thionyl chloride (350 pw). Upon heating to reflux in the absence of moisture and with vigorous stirring, a distinct evolution of SO2 can be observed. After 6 hours, a clear solution is present. Excess thionyl chloride is distilled, towards the end by applying a vacuum. The residue containing in virtually quantitative yield pure 4-(4,6-bis(trichloromethyl)-s-triazin-2-yl)benzoyl chloride is recrystallized from hexane, m.p. 100 to 101° C.

Workup

  1. temperatureUpon heating
  2. temperatureto reflux in the absence of moisture and with vigorous stirring
  3. distillationExcess thionyl chloride is distilled, towards the end

Sources & evidence

ORD record
ord-b72bf0bab5014371ae10925d126c8100
Source dataset
uspto-grants-1991_11
Patent number
US05064959

Reaction notes

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