Ethanol → HCID 178469629, compound

HRID 1658755Notes

Reaction equation

HRID 1658755 reaction equation
C(O[C:4](=[O:24])[C:5](=[CH:11][NH:12][C:13]1[N:17]([CH2:18][C:19]2[O:20][CH:21]=[CH:22][CH:23]=2)[N:16]=[CH:15][CH:14]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.C(O)C>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:9]([O:8][C:6]([C:5]1[C:4]([OH:24])=[C:14]2[CH:15]=[N:16][N:17]([CH2:18][C:19]3[O:20][CH:21]=[CH:22][CH:23]=3)[C:13]2=[N:12][CH:11]=1)=[O:7])[CH3:10]

Participants

4

Reactant 2

HCID 702EthanolHCID 68131587[[[1-(2-Furyl)methyl-5-pyrazolyl]amino]methylene]malonic acid diethyl ester

Product 1

HCID 178469629HCID 178469629, compound

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

250 g of [[[1-(2-furyl)methyl-5-pyrazolyl]amino]methylene]malonic acid diethyl ester (0.75 mol) is dissolved in 1 liter of diphenyl ether and heated to 240° for 2 hours. The ethanol formed is continuously distilled off. The solvent is removed in vacuo. The 4-hydroxy-1-(2-furyl)methyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester remains and is recrystallized from methanol, yield 248 g (86%), m.p. 103°-106°.

Workup

  1. temperatureheated to 240° for 2 hours
  2. distillationis continuously distilled off
  3. customThe solvent is removed in vacuo
  4. customis recrystallized from methanol, yield 248 g (86%), m.p. 103°-106°

Sources & evidence

ORD record
ord-1c1271a3fdc04515a60e5ca63544358f
Source dataset
uspto-grants-1976_06
Patent number
US03966746

Reaction notes

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