Isatoic Anhydride → HCID 11435429, compound

HRID 1633505Notes

Reaction equation

HRID 1633505 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6][C:5](=[O:12])[O:4][C:2]2=O.Cl.C(O[C:17](=O)[C@H:18](C)[NH2:19])C>N1C=CC=CC=1>[CH3:17][C@@H:18]1[NH:19][C:2](=[O:4])[C:1]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[NH:6][C:5]1=[O:12]

Participants

4

Reactant 2

HCID 8359Isatoic AnhydrideHCID 2724356L-Alanine, ethyl ester, hydrochloride (1:1)

Product 1

HCID 11435429HCID 11435429, compoundYield 48.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following the method of Example 5 isatoic anhydride (61.3 mmol) was allowed to react with L-alanine ethyl ester HCl (73.6 mmol) in pyridine (200 mL) to give 29.7 mmol of (3S)-3-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione as a light, brown solid.

Sources & evidence

ORD record
ord-268490503c344e04b39a7340135cda3b
Source dataset
uspto-grants-2003_01
Patent number
US06503900B2

Reaction notes

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