Hydrochloric Acid → HCID 20300394, compound

HRID 1733162Notes

Reaction equation

HRID 1733162 reaction equation
Cl[C:2]1[C:10]2[N:9]=[N:8][N:7]([CH:11]3[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]3)[C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:17][O-:18].[Na+].Cl>CC1C=C(C)C=C(C)N=1.CO>[CH3:17][O:18][C:2]1[C:10]2[N:9]=[N:8][N:7]([CH:11]3[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]3)[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 20300397HCID 20300397, compound

Product 1

HCID 20300394HCID 20300394, compoundYield 34%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 79532,4,6-TrimethylpyridineSolvent

Procedure

A slurry of 1.5 grams of 4-chloro-1-cyclohexylbenzotriazole, 15 grams of sodium methoxide, 10 grams of cuprous iodide in 50 milliliters of 2,4,6-trimethyl pyridine (collidine) and 10 milliliters of methanol is heated at the reflux temperature for 26 hours. The reaction is cooled and poured into 150 milliliters of 10% hydrochloric acid. The product is extracted with ethyl ether and on evaporation of the solvent, 0.5 grams of an oil is obtained which solidified on standing. The crude product is recrystallized from ethyl ether, m.p. 118°-120° C. The analytical sample has a m.p. 133°-134° C.

Workup

  1. temperatureThe reaction is cooled
  2. extractionThe product is extracted with ethyl ether and on evaporation of the solvent

Sources & evidence

ORD record
ord-266e5783f459455fb37930af084d225b
Source dataset
uspto-grants-1980_12
Patent number
US04240822

Reaction notes

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