Water → HCID 13732603, compound

HRID 542561Notes

Reaction equation

HRID 542561 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]([C:8]2[C:9]([O:19][N:20]=C(C)C)=[C:10]3[CH:16]=[N:15][N:14]([CH2:17][CH3:18])[C:11]3=[N:12][CH:13]=2)=O)=[CH:4][CH:3]=1.Cl.C(O)C.O>CCOCC>[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]2[C:8]3[C:9](=[C:10]4[CH:16]=[N:15][N:14]([CH2:17][CH3:18])[C:11]4=[N:12][CH:13]=3)[O:19][N:20]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 13732596HCID 13732596, compoundHCID 21887872Ethanol hydrochloride

Product 1

HCID 13732603HCID 13732603, compoundYield 43.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

5-(4-chlorobenzoyl)-1-ethyl-4-isopropylideneaminooxy-1H-pyrazolo-[3,4-b]pyridine (3.54 g) was refluxed for 2 hours in 75 ml of 2:1 5% hydrochloric acid/ethanol. The reaction mixture was distributed between water and ether and then the ether layer was washed with 5% sodium hydroxide. Evaporation of the ether gave 1.30 g of product. An analytical sample was recrystallized from hexane which had mp 195°-197° C.

Workup

  1. washthe ether layer was washed with 5% sodium hydroxide
  2. customEvaporation of the ether

Sources & evidence

ORD record
ord-3d61480e177c4541b6459caf4425858f
Source dataset
uspto-grants-1987_04
Patent number
US04658029

Reaction notes

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