Ammonia → HCID 18379817, compound

HRID 429563Notes

Reaction equation

HRID 429563 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][C:14]([NH2:16])=[CH:15][C:10]=2[N:9]=[CH:8]1.[Br:20]Br.N.C(O)(C)C.C(Cl)(Cl)Cl>CC(O)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][CH:19]=1)[CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][C:14]([NH2:16])=[C:15]([Br:20])[C:10]=2[N:9]=[CH:8]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 24408BromineHCID 183797971-[(3-Methoxyphenyl)methyl]-1H-benzimidazol-5-amineHCID 21906603Chloroform isopropyl alcohol

Product 1

HCID 18379817HCID 18379817, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a solution of 1-(3-methoxybenzyl)-5-aminobenzimidazole (0.37 g, 1.3 mmol) in 10 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 Isopropanol/CHCl3) to provide 0.31 g (1.0 mmol, 66%) 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-b99254c436204430a667ef2440f56b8a
Source dataset
uspto-grants-2001_11
Patent number
US06316637B1

Reaction notes

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