Water → HCID 178463015, compound

HRID 1448148Notes

Reaction equation

HRID 1448148 reaction equation
[CH2:1]([N:3]1[C:7]2=[N:8][C:9]([C:21]([OH:23])=O)=[C:10]([CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:11]([OH:12])=[C:6]2[CH:5]=[N:4]1)[CH3:2].O>C(Cl)(Cl)Cl>[CH2:1]([N:3]1[C:7]2[N:8]=[C:9]3[C:21](=[O:23])[C:20]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[CH2:14][CH2:13][C:10]3=[C:11]([OH:12])[C:6]=2[CH:5]=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 962WaterHCID 178463020HCID 178463020, compound

Product 1

HCID 178463015HCID 178463015, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

12.4 g. of 1-ethyl-4-hydroxy-5-(2-phenylethyl)-1H-pyrazolo[3,4-b]pyridine-6-carboxylic acid (0.04 mol.) and 150 g. of polyphosphoric acid are heated at 200°-210° (bath temperature) with stirring for 30 minutes. After the mixture has cooled to room temperature 300 ml. of water are added slowly with stirring until the polyphosphoric acid is completely dissolved. The remaining 1-ethyl-5,6-dihydro-4-hydroxybenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-b]pyridin-11(1H)-one is dissolved in chloroform, the extract is washed twice with water, dried with Na2SO4 and then evaporated in vacuo, yield: 9 g. (77%); m.p. 190°-192°. Recrystallization from ethanol raises the m.p. to 195°-197°.

Workup

  1. dissolutionis completely dissolved
  2. washthe extract is washed twice with water
  3. dry with materialdried with Na2SO4
  4. customevaporated in vacuo, yield: 9 g
  5. customRecrystallization from ethanol
  6. temperatureraises the m.p. to 195°-197°

Sources & evidence

ORD record
ord-7d645053959a435194c4be037735f8b2
Source dataset
uspto-grants-1979_12
Patent number
US04179564

Reaction notes

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