Hydrochloric Acid → HCID 178516804, compound

HRID 2175618Notes

Reaction equation

HRID 2175618 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([I:8])=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].Cl.[N:13]([O-])=O.[Na+]>O1CCCC1>[I:8][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][CH:6]=1)[N:1]=[N:13][CH:10]=[C:9]2[OH:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 23668193Sodium NitriteHCID 590603631-(2-Amino-5-iodophenyl)ethan-1-one

Product 1

HCID 178516804HCID 178516804, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

Into a 250 mL round-bottom flask, was placed a solution of 1-(2-amino-5-iodophenyl)ethanone (as prepared in the previous step, 6.5 g, 24.90 mmol, 1.00 equiv) in tetrahydrofuran (150 mL) and 1N HCl (49 mL, 2.00 equiv) and NaNO2 (2.3 g, 27.06 mmol, 1.10 equiv). The reaction mixture was stirred for 1 h at 0° C., and then was heated to reflux for 2 h. after cooled to room temperature, the solid were collected by filtration and washed with ice water. The title compound was obtained as a brown solid.

Workup

  1. customInto a 250 mL round-bottom flask, was placed
  2. temperaturewas heated
  3. temperatureto reflux for 2 h.
  4. temperatureafter cooled to room temperature
  5. filtrationthe solid were collected by filtration
  6. washwashed with ice water

Sources & evidence

ORD record
ord-2d480cafea8d4e61a21941cb933b22ad
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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