Thionyl Chloride → HCID 3383869, compound

HRID 429666Notes

Reaction equation

HRID 429666 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][C:7]1[NH:11][C:10]2[CH:12]=[CH:13][CH:14]=[C:15]([N+:16]([O-:18])=[O:17])[C:9]=2[N:8]=1>>[Cl:3][CH2:6][C:7]1[NH:11][C:10]2[CH:12]=[CH:13][CH:14]=[C:15]([N+:16]([O-:18])=[O:17])[C:9]=2[N:8]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 748315HCID 748315, compound

Product 1

HCID 3383869HCID 3383869, compound

Procedure

Thionyl chloride (8.3 ml) was added dropwise to 2-hydroxymethyl-4-nitro-1H-benzimidazole (1.15 g) at 0° C. and the suspension was then heated at reflux for 3 hours. The excess of thionyl chloride was removed in vacuo, and the residue was poured into ice and adjusted to pH 7 with saturated sodium bicarbonate aqueous solution. The precipitate was collected by vacuum filtration and washed water to give 2-chloromethyl-4-nitro-1H-benzimidazole (1.32 g).

Workup

  1. temperaturethe suspension was then heated
  2. temperatureat reflux for 3 hours
  3. customThe excess of thionyl chloride was removed in vacuo
  4. additionthe residue was poured into ice
  5. filtrationThe precipitate was collected by vacuum filtration
  6. washwashed water

Sources & evidence

ORD record
ord-4d2d848c320f4f0aa813b6da583956c6
Source dataset
uspto-grants-2001_11
Patent number
US06316482B1

Reaction notes

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