Ethylene Glycol → HCID 10251334, compound

HRID 1708414Notes

Reaction equation

HRID 1708414 reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([CH3:11])[N:8]2[NH:12][C:13](=[O:15])[N:14]=[C:7]2[C:6]=1[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2C=[CH:27][CH:26]=[CH:25][C:24]=2C#N)=[CH:19][CH:18]=1)[CH2:2][CH2:3][CH3:4].[OH-:31].[Na+].Cl.[CH2:34]([OH:37])[CH2:35]O>O>[CH2:1]([C:5]1[N:10]=[C:9]([CH3:11])[N:8]2[NH:12][C:13](=[O:15])[N:14]=[C:7]2[C:6]=1[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[C:35]([C:34]([OH:37])=[O:31])=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:19][CH:18]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10000879HCID 10000879, compound

Product 1

HCID 10251334HCID 10251334, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

8 g of 7-n-butyl-5-methyl-8-[(2'-cyano-4-biphenylyl)methyl]-1,2,4-triazolo[1,5-c]pyrimidin-2(3H)-one, prepared in Example 111, are heated to reflux for 10 hours in a solution of 6 g of sodium hydroxide in 30 ml of ethylene glycol and 2 ml of water. This solution, after cooling is acidified with hydrochloric acid to pH 5, and the crystals formed are drained and dried and then washed with acetone to give 5 g of 4'-[(7-n-Butyl-5-methyl-2-oxo-2,3-dihydro-1,2,4-triazolo[1,5-c]pyrimidin-8-yl}methyl]-2-biphenylcarboxylic acid in the form of crystals of melting point 210°-211° C.

Workup

  1. temperatureare heated
  2. temperatureThis solution, after cooling
  3. customthe crystals formed
  4. customdried
  5. washwashed with acetone

Sources & evidence

ORD record
ord-cf6ef00247a246278cab84f5a60b6f85
Source dataset
uspto-grants-1994_10
Patent number
US05358950

Reaction notes

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