Formic Acid → HCID 178422326, compound

HRID 2064634Notes

Reaction equation

HRID 2064634 reaction equation
[Cl:1][C:2]1[C:3]([CH3:10])=[CH:4][C:5]([NH2:9])=[C:6]([NH2:8])[CH:7]=1.[OH-].[NH4+].[CH:13](O)=O>Cl>[Cl:1][C:2]1[C:3]([CH3:10])=[CH:4][C:5]2[N:9]=[CH:13][NH:8][C:6]=2[CH:7]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 14923Ammonium HydroxideHCID 28014684-Chloro-5-methylbenzene-1,2-diamine

Product 1

HCID 178422326HCID 178422326, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 5-chloro-4-methyl-1,2-phenylenediamine (7.8 g) in a mixture of formic acid (35 mL) and hydrochloric acid (300 mL) was heated at 50° C. for 3 hours then treated with ammonium hydroxide solution until the solution was basic. The reaction mixture was then extracted with dichloromethane. The extracts were evaporated to give 6-chloro-5-methyl-1H-benzoimidazole (7 g).

Workup

  1. extractionThe reaction mixture was then extracted with dichloromethane
  2. customThe extracts were evaporated

Sources & evidence

ORD record
ord-268aecd43ad9496d950dfeba1e7333ae
Source dataset
uspto-grants-2012_10
Patent number
US08288425B2

Reaction notes

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