Ammonia → HCID 18379846, compound

HRID 2186088Notes

Reaction equation

HRID 2186088 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][N:8]2[C:12]3[CH:13]=[CH:14][C:15]([NH2:17])=[CH:16][C:11]=3[N:10]=[CH:9]2)=[CH:5][CH:4]=1.[Br:20]Br.N.CO.C(Cl)(Cl)Cl>CC(O)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:12]3[CH:13]=[CH:14][C:15]([NH2:17])=[C:16]([Br:20])[C:11]=3[N:10]=[CH:9]2)=[CH:18][CH:19]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24408BromineHCID 16244170HCID 16244170, compoundHCID 21584188Chloroform methanol

Product 1

HCID 18379846HCID 18379846, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 1-(4-methoxybenzyl)-5-aminobenzimidazole (0.80 g, 2.2 mmol) in 20 ml of AcOH was added solution of Br2 in AcOH until it produces a precipitation. The reaction mixture was concentrated in vacuo to provide a brown solid which was subjected to column chromatography (5% NH3 sat'd MeOH/CHCl3) to provide 0.90 g (2.1 mmol, 95%) of the product.

Workup

  1. customproduces
  2. customa precipitation
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customto provide a brown solid which

Sources & evidence

ORD record
ord-576349f4765b4bc8a1d828a4b556381f
Source dataset
uspto-grants-2002_06
Patent number
US06403626B1

Reaction notes

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