Ammonium Hydroxide → 6-Iodoquinolin-2-amine

HRID 1295447Notes

Reaction equation

HRID 1295447 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([I:12])[CH:8]=2)[N:3]=1.[OH-].[NH4+:14]>>[I:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([NH2:14])[CH:11]=[CH:10]2

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 198986972-Chloro-6-iodo-quinoline

Product 1

HCID 589078666-Iodoquinolin-2-amineYield 84%

Conditions

Temperature
140 °C

Procedure

A suspension of 2-chloro-6-iodo-quinoline (1 g, 3.46 mmol) in ammonium hydroxide (28%, 20 mL) was heated at 140° C. for 3 days under pressure tube. After cooling, the solvent was removed by rotary evaporator. The solid was collected by filtration, washed with water and dried to obtain 6-iodo-quinolin-2-ylamine (0.78 g, 84%) as a black solid. LC-MS m/e 271 (MH+).

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed by rotary evaporator
  3. filtrationThe solid was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-87a922d782d44d1ca0046e31f953c470
Source dataset
uspto-grants-2007_07
Patent number
US07241893B2

Reaction notes

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