Hydrochloric Acid → Pteroic Acid

HRID 372539Notes

Reaction equation

HRID 372539 reaction equation
C([NH:4][C:5]1[NH:27][C:26](=[O:28])[C:25]2[C:7](=[N:8][CH:9]=[C:10]([N:24]=2)[CH2:11][NH:12][C:13]2[CH:23]=[CH:22][C:16]([C:17]([O:19]CC)=[O:18])=[CH:15][CH:14]=2)[N:6]=1)(=O)C.Cl>[OH-].[Na+]>[C:17]([OH:19])(=[O:18])[C:16]1[CH:22]=[CH:23][C:13]([NH:12][CH2:11][C:10]2[N:24]=[C:25]3[C:7]([N:6]=[C:5]([NH:27][C:26]3=[O:28])[NH2:4])=[N:8][CH:9]=2)=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 136354639Ethyl 4-(((2-acetamido-4-oxo-3,4-dihydropteridin-6-yl)methyl)amino)benzoate

Product 1

HCID 135398749Pteroic Acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
20 °C

Procedure

The ester (2.64 g) is hydrolyzed by heating with 350 ml of 0.1 N sodium hydroxide at 100° C for 30 minutes (under nitrogen and protected from light). The solution is cooled to 20° C and adjusted to pH 3 with concentrated hydrochloric acid. The precipitate is collected by centrifugation at 300 rpm. After washing twice with water and freeze drying, the product pteroic acid is obtained.

Workup

  1. customThe precipitate is collected by centrifugation at 300 rpm
  2. washAfter washing twice with water and freeze
  3. customdrying

Sources & evidence

ORD record
ord-446cadf8b312483ca25f560b5fb9e398
Source dataset
uspto-grants-1978_05
Patent number
US04091087

Reaction notes

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