Chloroacetic Acid → HCID 66598007, compound

HRID 422444Notes

Reaction equation

HRID 422444 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([NH:9][CH3:10])[C:3]=1[NH2:11].[Cl:12][CH2:13][C:14](O)=O>>[Cl:12][CH2:13][C:14]1[N:9]([CH3:10])[C:4]2[CH:5]=[C:6]([F:8])[CH:7]=[C:2]([F:1])[C:3]=2[N:11]=1

Participants

3

Reactant 2

HCID 300Chloroacetic AcidHCID 66599007HCID 66599007, compound

Product 1

HCID 66598007HCID 66598007, compoundYield 22%

Procedure

The title compound was prepared in accordance with the general method of Example 191(C), from 3,5-difluoro-N1-methylbenzene-1,2-diamine (1.50 g, 9.50 mmol) and 2-chloroacetic acid (1.3 g, 14 mmol). The crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, Cyclohexane/AcOEt: 70/30 as eluent) to afford 443 mg of 2-(chloromethyl)-4,6-difluoro-1-methyl-1H-benzo[d]imidazole (Yield: 22%) as a purple solid.

Workup

  1. customThe crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, Cyclohexane/AcOEt: 70/30 as eluent)

Sources & evidence

ORD record
ord-08726a52307d45e0ac1857bdc780ec35
Source dataset
uspto-grants-2012_01
Patent number
US08101637B2

Reaction notes

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