Diphenyl Ether → HCID 178479972, compound

HRID 2071644Notes

Reaction equation

HRID 2071644 reaction equation
[CH3:1][N:2]1[N:6]2[C:7](=[O:18])[CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)[N:10]=[C:5]2[CH:4]=[CH:3]1.C1(OC2C=CC=CC=2)C=CC=CC=1>>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([C:9]2[CH:8]=[C:7]([OH:18])[C:4]3[C:5](=[N:6][N:2]([CH3:1])[CH:3]=3)[N:10]=2)=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 7583Diphenyl EtherHCID 4216816ST50975269

Product 1

HCID 178479972HCID 178479972, compound

Procedure

A mixture of 40.5 g. of 1-methyl-5-(p-chlorophenyl)-pyrazolo[1,5-a]pyrimidin-7(1H)one (0.156 ml.) and 120 ml. of diphenyl ether is heated with stirring at 250° for 90 minutes and then allowed to stand overnight. The crystallized 6-(4-chlorophenyl)-2-methyl-2H-pyrazolo[3,4-b]pyridin-4-ol is filtered off, washed with acetonitrile and dried at 80°, yield: 37.3 g. (90%); m.p. 302°-305°. A sample, recrystallized from ethanol, melts at 305°-307°.

Workup

  1. additionA mixture of 40.5 g
  2. waitto stand overnight
  3. filtrationThe crystallized 6-(4-chlorophenyl)-2-methyl-2H-pyrazolo[3,4-b]pyridin-4-ol is filtered off
  4. washwashed with acetonitrile
  5. customdried at 80°
  6. customA sample, recrystallized from ethanol, melts at 305°-307°

Sources & evidence

ORD record
ord-3a67820b6d694b6aa4c0abf5ea0e4d02
Source dataset
uspto-grants-1977_09
Patent number
US04048184

Reaction notes

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