Isopropyl iodide → HCID 20357155, compound

HRID 2083628Notes

Reaction equation

HRID 2083628 reaction equation
[N+:1]([C:4]1[C:12]2[N:11]=[N:10][NH:9][C:8]=2[CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH:13](I)([CH3:15])[CH3:14]>C(#N)C>[CH:13]([N:10]1[N:9]=[C:8]2[CH:7]=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[C:12]2=[N:11]1)([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 6362Isopropyl iodideHCID 178526563HCID 178526563, compound

Product 1

HCID 20357155HCID 20357155, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

To a hot, stirred solution (50° C) of 20.0 g. of 4-nitrobenzotriazole in 600 ml. of acetonitrile is added 4.2 g. of sodium hydroxide pels and 20.0 g. of isopropyl iodide. The solution is then heated to reflux for 30 hours, filtered and the solvent removed by evaporation to yield an oil. The oil is extracted with concentrated hydrochloric acid (3 × 200 ml.) to leave behind a solid material. The solid is washed with water and air dried to yield crude 2-isopropyl-4-nitrobenzotriazole. The analytical sample is recrystallized from petroleum ether, m.p. 65°-67° C.

Workup

  1. temperatureThe solution is then heated
  2. temperatureto reflux for 30 hours
  3. filtrationfiltered
  4. customthe solvent removed by evaporation
  5. customto yield an oil
  6. extractionThe oil is extracted with concentrated hydrochloric acid (3 × 200 ml.)
  7. customto leave behind a solid material
  8. washThe solid is washed with water and air
  9. customdried

Sources & evidence

ORD record
ord-b29b436e97aa4295b10e58b05b723472
Source dataset
uspto-grants-1978_04
Patent number
US04086242

Reaction notes

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