1,1,3,3-Tetraethoxypropane → HCID 20303421, compound

HRID 1733002Notes

Reaction equation

HRID 1733002 reaction equation
C(O[CH:4](OCC)[CH2:5][CH:6](OCC)OCC)C.Cl.[Cl:17][C:18]1[CH:19]=[C:20]([CH3:26])[CH:21]=[CH:22][C:23]=1[NH:24][NH2:25]>CO.Cl>[Cl:17][C:18]1[CH:19]=[C:20]([CH3:26])[CH:21]=[CH:22][C:23]=1[N:24]1[CH:6]=[CH:5][CH:4]=[N:25]1

Participants

5

Reactant 2

HCID 671471,1,3,3-TetraethoxypropaneHCID 44557934227958-97-6

Product 1

HCID 20303421HCID 20303421, compoundYield 87.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

41.0 g (186 mmoles) of 1,1,3,3-tetraethoxypropane are added dropwise at 40° C. to 30 g (155 mmoles) of 3-chloro-p-tolylhydrazine hydrochloride in 180 ml of methanol and 15.6 ml of concentrated hydrochloric acid and heated to the boil for 1.5 hours. The resulting solution is concentrated in a vacuum; the thus-prepared concentrate is dissolved in benzene. The obtained benzene solution is washed with water and sodium hydrogen carbonate solution, dried and evaporated to dryness to yield 26 g (87% of theory) of 1-(3-chloro-p-tolyl)pyrazole (m.p. 61° to 62° C.).

Workup

  1. temperatureheated to the boil for 1.5 hours
  2. concentrationThe resulting solution is concentrated in a vacuum
  3. concentrationthe thus-prepared concentrate
  4. dissolutionis dissolved in benzene
  5. washThe obtained benzene solution is washed with water and sodium hydrogen carbonate solution
  6. customdried
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-1911e3b8606a429e86bbd26ead65e72d
Source dataset
uspto-grants-1980_12
Patent number
US04239901

Reaction notes

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