4-Aminobenzoic Acid → HCID 61180965, compound

HRID 338613Notes

Reaction equation

HRID 338613 reaction equation
[CH:1]1N=C[N:3]([C:6]([N:8]2C=N[CH:10]=[CH:9]2)=[O:7])[CH:2]=1.C(N)[C:14]1[CH:19]=[CH:18]C=[CH:16][CH:15]=1.NC1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=1>[OH-].[Na+]>[CH2:9]([NH:8][C:6](=[O:7])[NH:3][CH2:2][C:1]1[CH:23]=[CH:24][C:25]([C:26]([OH:28])=[O:27])=[CH:29][CH:30]=1)[C:10]1[CH:18]=[CH:19][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 9784-Aminobenzoic AcidHCID 7504BenzylamineHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 61180965HCID 61180965, compoundYield 93.2%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

N,N-carbonyldiimidazole (1.62 g, 10 mmol), benzyl amine (1.07 g, 10 mmol), p-aminobenzoic acid (1.52 g, 10 mmol), and 10 ml of 1 mol/L sodium hydroxide solution are used according to the method for the production of compound III in Method two to obtain 2.65 g of 4-[(3-benzylureido)methyl]benzoic acid (intermediate M-32) as a white solid, with a yield of 93.0%.

Sources & evidence

ORD record
ord-806b400613494f0abf40d21a3af4f640
Source dataset
uspto-grants-2014_11
Patent number
US08889876B2

Reaction notes

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