ChemicalBook CAS DataBase List N-(p-Aminobenzoyl)glutamic acid

N-(p-Aminobenzoyl)glutamic acid synthesis

12synthesis methods

Product Name:N-(p-Aminobenzoyl)glutamic acid
CAS Number:4271-30-1
Molecular formula:C12H14N2O5
Molecular Weight:266.25

6758-40-3

4271-30-1

General procedure for the synthesis of N-(4-aminobenzoyl)-L-glutamic acid from N-p-nitrobenzoylglutamic acid: 27.23 g (0.1 mol) of N-nitrobenzoyl-L-glutamic acid and 118 g of methanol were added to a reaction vessel, and stirred until complete dissolution. Subsequently, 0.59 g of 10% Pd/C catalyst was added and 18.92 g (0.3 mol) of ammonium formate was added slowly. The reaction mixture was stirred at room temperature and kept for 30 minutes. After completion of the reaction, the Pd/C catalyst was recovered by filtration. The filtrate was adjusted to pH=3 with hydrochloric acid in methanol and left to stand for 30 min before filtering the precipitated crystals. The crystals were washed with a small amount of methanol and dried to give 25.75 g of N-(4-aminobenzoyl)-L-glutamic acid, with 99.88% purity by HPLC, 96.58% yield, and 95.64% total yield as nitrobenzoic acid.

6758-40-3 Synthesis

6758-40-3
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4271-30-1
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Yield:4271-30-1 96.58%

Reaction Conditions:

with palladium 10% on activated carbon;ammsnium formate in methanol at 20; for 0.5 h;Time;Concentration;

Steps:

1.3 Example 1 Preparation of (3) N- amino-benzoyl -L- glutamic acid

Reaction vessel was added N- Nitrobenzoylhydrazone -L- glutamic acid 27.23g (0.1mol), methanol 118g, turn on stirring, was added 10% Pd / C0.59g, then slowly added ammonium formate 18.92g (0.3mol), stirred at room temperature for 30 minutes, filtered, recovered Pd / C next applied, the filtrate was adjusted with hydrochloric acid in methanol PH = 3, the precipitated crystals were filtered after 30 minutes resting, a small amount of methanol, washed, dried, to give N - amino-benzoyl -L- glutamic acid 25.75g, HPLC purity of 99.88%, a yield of 96.58%, the total yield of 95.64% (with on-nitro benzoic acid).

References:

CN105439895,2016,A Location in patent:Paragraph 0029; 0030