Hydrochloric Acid → HCID 20300394, compound

HRID 2083632Notes

Reaction equation

HRID 2083632 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+].CC1C=C(C)C=C(C)N=1.Cl>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 4

HCID 313Hydrochloric AcidHCID 79532,4,6-TrimethylpyridineHCID 10942334Sodium MethoxideHCID 20300397HCID 20300397, compound

Product 1

HCID 20300394HCID 20300394, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A slurry of 1.5 g. of 4-chloro-1-cyclohexylbenzotriazole, 15 g. of sodium methoxide, 10 g. cuprous iodide in 50 ml. of 2,4,6-trimethyl pyridine and 10 ml. of methanol is heated to the reflux temperature for 26 hours. The reaction is cooled and poured into 150 ml. of 10% hydrochloric acid. The product is extracted with ethyl ether and on evaporation of the solvent, 0.5 g. of an oil was obtained which solidified on standing. Recrystallized the crude product 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. additionpoured into 150 ml
  3. extractionThe product is extracted with ethyl ether and on evaporation of the solvent, 0.5 g
  4. customof an oil was obtained which
  5. customRecrystallized the crude product from ethyl ether, m.p. 118°-120° C

Sources & evidence

ORD record
ord-cbdd8cff888f4457aa069187754115da
Source dataset
uspto-grants-1978_04
Patent number
US04086242

Reaction notes

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