Thionyl Chloride → HCID 21537685, compound

HRID 1076557Notes

Reaction equation

HRID 1076557 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[C:8]2[N:10]([CH2:14][CH3:15])[N:11]=[C:12]([CH3:13])[C:7]2=[N:6][C:5]=1[C:16]([OH:18])=O)[CH3:2].S(Cl)([Cl:21])=O>>[CH2:1]([O:3][C:4]1[N:9]=[C:8]2[N:10]([CH2:14][CH3:15])[N:11]=[C:12]([CH3:13])[C:7]2=[N:6][C:5]=1[C:16]([Cl:21])=[O:18])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 21537684HCID 21537684, compound

Product 1

HCID 21537685HCID 21537685, compound

Procedure

22.7 g. of 6-ethoxy-1-ethyl-3-methyl-1H-pyrazolo-[3,4-b]pyrazine-5-carboxylic acid (0.09 mol.) and 250 ml. of thionyl chloride are heated at reflux temperature for two hours. After vacuum removal of excess thionyl chloride, the residual 6-ethoxy-1-ethyl-3-methyl-1H-pyrazolo[3,4-b]pyrazine-5-carbonyl chloride is recrystallized from hexane, yield 20.5 g. (85%), m.p. 109°-111°.

Workup

  1. temperatureat reflux temperature for two hours
  2. customAfter vacuum removal of excess thionyl chloride
  3. customthe residual 6-ethoxy-1-ethyl-3-methyl-1H-pyrazolo[3,4-b]pyrazine-5-carbonyl chloride is recrystallized from hexane, yield 20.5 g

Sources & evidence

ORD record
ord-bb4d9176d9934392b1477dfea0880b33
Source dataset
uspto-grants-1976_05
Patent number
US03957782

Reaction notes

Loading…