Ethyl orthoformate → HCID 13533710, compound

HRID 465124Notes

Reaction equation

HRID 465124 reaction equation
[NH:1]([C:3]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][N:4]=1)[NH2:2].[CH:15](OCC)(OCC)OCC>>[N:12]1[CH:13]=[CH:14][C:9]([C:7]2[CH:6]=[CH:5][N:4]3[CH:15]=[N:2][N:1]=[C:3]3[CH:8]=2)=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 21794025HCID 21794025, compound

Product 1

HCID 13533710HCID 13533710, compound

Procedure

A 1.0 g portion of 2-hydrazino-4,4'-bipyridine and 50 ml of triethyl orthoformate was refluxed 18 hours, then chilled and the crystals collected. These crystals were dissolved in acetone-ethyl acetate, treated with activated carbon, filtered and the filtrate concentrated while hexane was added. Cooling gave the desired product as white crystals, mp 194°-196° C.

Workup

  1. temperaturechilled
  2. customthe crystals collected
  3. dissolutionThese crystals were dissolved in acetone-ethyl acetate
  4. additiontreated with activated carbon
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated while hexane
  7. additionwas added
  8. temperatureCooling

Sources & evidence

ORD record
ord-d5c9e761bb80446497ea42043a8c74e3
Source dataset
uspto-grants-1985_10
Patent number
US04550166

Reaction notes

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