Hydrochloric Acid → HCID 178478856, compound

HRID 404253Notes

Reaction equation

HRID 404253 reaction equation
[NH:1]1[C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[NH:12]C(=O)OCCCC)=[CH:4][N:3]=[CH:2]1.[ClH:20]>O1CCOCC1>[Cl-:20].[NH3+:12][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[C:5]1[N:1]=[CH:2][NH2+:3][CH:4]=1.[Cl-:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86653991HCID 86653991, compound

Product 1

HCID 178478856HCID 178478856, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of tent-butyl 2-(1H-imidazol-5-yl)phenylcarbamate (64.7 mg, 0.25 mmol) in 1,4-dioxane (2 mL) was added HCl (2 mL, 2.0 M in 1,4-dioxane). The mixture was allowed to stir at room temperature for 12 h and concentrated under reduced pressure. The residue was diluted with ethyl ether and the desired hydrochloride salt was precipitated. The colorless solid was collected by filtration, which afforded the desired product in 46% yield. 1H NMR: 6.66-6.82 (m, 2H), 7.11-7.20 (m, 2H), 7.21-7.38 (m, 4H), 7.40-7.68 (m, 3H).

Workup

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted with ethyl ether
  3. customthe desired hydrochloride salt was precipitated
  4. filtrationThe colorless solid was collected by filtration, which

Sources & evidence

ORD record
ord-3e69be0f4aa74ccbbcf2edd32099d57c
Source dataset
uspto-grants-2014_06
Patent number
US08748469B2

Reaction notes

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