Thionyl Chloride → HCID 178502030, compound

HRID 49988Notes

Reaction equation

HRID 49988 reaction equation
S(Cl)([Cl:3])=O.[C:5]([C:8]1[CH:21]=[CH:20][C:11]2[NH:12][C:13]([NH:15][C:16]([O:18][CH3:19])=[O:17])=[N:14][C:10]=2[CH:9]=1)(O)=[O:6]>C1C=CC=CC=1>[Cl:3][C:5]([C:8]1[CH:21]=[CH:20][C:11]2[NH:12][C:13]([NH:15][C:16]([O:18][CH3:19])=[O:17])=[N:14][C:10]=2[CH:9]=1)=[O:6]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 178502031HCID 178502031, compound

Product 1

HCID 178502030HCID 178502030, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
23 °C

Procedure

7.4 mL (12.069 g, 101.4 mmol) thionyl chloride and 1.80 g (7.66 mmol) methyl 5-carboxy-1H-benzimidazole-2-carbamate in 37 mL dry benzene were heated to reflux under argon for 3.5 hours. The mixture was then cooled to 23° C. and the solvent and excess thionyl chloride were distilled under reduced pressure. The resulting brown solid was stored under vacuum to remove all traces of thionyl chloride and used in the following Examples without further purification.

Workup

  1. temperatureto reflux under argon for 3.5 hours
  2. distillationthe solvent and excess thionyl chloride were distilled under reduced pressure
  3. customto remove all traces of thionyl chloride

Sources & evidence

ORD record
ord-f15e8082a0c0494ba195fbba2a92a179
Source dataset
uspto-grants-2004_03
Patent number
US06710065B1

Reaction notes

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