Potassium Hydroxide → HCID 86737993, compound

HRID 1577487Notes

Reaction equation

HRID 1577487 reaction equation
[CH2:1]([CH:3]([NH:6][C:7]1[C:8]([N+:20]([O-:22])=[O:21])=[CH:9][C:10]([CH2:17][C:18]#[N:19])=[C:11]([CH3:16])[C:12]=1[N+:13]([O-:15])=[O:14])[CH2:4][CH3:5])[CH3:2].[OH-:23].[K+]>C(O)(C)(C)C>[CH2:1]([CH:3]([NH:6][C:7]1[C:8]([N+:20]([O-:22])=[O:21])=[CH:9][C:10]([CH2:17][C:18]([NH2:19])=[O:23])=[C:11]([CH3:16])[C:12]=1[N+:13]([O-:15])=[O:14])[CH2:4][CH3:5])[CH3:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86737991HCID 86737991, compound

Product 1

HCID 86737993HCID 86737993, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent2×

Procedure

A sample of {5-[(1-ethylpropyl)amino]-4,6-dinitro-o-tolyl}acetonitrile (4.25 g; 0.014 mol) is added to warm t-butanol (40°-45° C.; 50 ml) followed by finely powdered potassium hydroxide (9.0 g; 0.16 mol). Additional t-butanol (20 ml) is added, and the reaction mixture heated at the reflux overnight. The reaction mixture is then cooled, diluted with 200 ml salt solution, and filtered to give 2.5 g (55%) of an orange solid, melting point 192°-194° C. A sample is recrystallized from methanol for analysis, melting point 194°-196° C.

Workup

  1. temperaturethe reaction mixture heated at the reflux overnight
  2. temperatureThe reaction mixture is then cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-797092babdf549e688ad158de98ea4ee
Source dataset
uspto-grants-1981_09
Patent number
US04288385

Reaction notes

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