HCID 13533700, compound → HCID 13533701, compound

HRID 465109Notes

Reaction equation

HRID 465109 reaction equation
[NH:1]([C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)[CH:6]=[CH:5][CH:4]=1)[NH2:2].[C:15]([O-])([O-])(OCC)[CH3:16]>C(O)(=O)C>[CH3:15][C:16]1[N:8]2[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=3)=[CH:6][CH:5]=[CH:4][C:3]2=[N:1][N:2]=1

Participants

4

Reactant 2

HCID 13533700HCID 13533700, compoundHCID 86598186Ethyl ortho-acetate

Product 1

HCID 13533701HCID 13533701, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidCatalyst

Procedure

A mixture of 1.0 g of 6'-hydrazino-2,2'-bipyridine, 50 ml of ethyl orthoacetate and 5 drops of acetic acid was heated on a steam bath for 2.5 days. The volatiles were removed under vacuum and the residue crystallized from ether-hexane. These crystals were dissolved in dichloromethane and the solution passed through a short pad of hydrous magnesium silicate. Concentration of the filtrate gave 460 mg of the desired product as crystals, mp 168°-170° C.

Workup

  1. temperaturewas heated on a steam bath for 2.5 days
  2. customThe volatiles were removed under vacuum
  3. customthe residue crystallized from ether-hexane
  4. dissolutionThese crystals were dissolved in dichloromethane

Sources & evidence

ORD record
ord-8190beb147144aed8d159241ad3cdb51
Source dataset
uspto-grants-1985_10
Patent number
US04550166

Reaction notes

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