4-Aminobenzoic Acid → HCID 61200356, compound

HRID 338617Notes

Reaction equation

HRID 338617 reaction equation
[CH:1]1N=C[N:3]([C:6]([N:8]2C=N[CH:10]=[CH:9]2)=[O:7])[CH:2]=1.NCC1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1.NC1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=1>[OH-].[Na+]>[N:17]1[CH:18]=[CH:19][CH:20]=[C:10]([CH2:9][NH:8][C:6](=[O:7])[NH:3][CH2:2][C:1]2[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=2)[CH:16]=1

Participants

5

Reactant 3

HCID 9784-Aminobenzoic AcidHCID 310183-PyridinemethanamineHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 61200356HCID 61200356, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

N,N-carbonyldiimidazole (1.62 g, 10 mmol), 3-aminomethylpyridine (1.08 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-pyridylmethylureido)methyl]benzoic acid (intermediate M-38) as a white solid, with a yield of 93.3%. MS(ES+):m/e 286.13.

Sources & evidence

ORD record
ord-2e95346bdc974a769fdb4b2e1817ea11
Source dataset
uspto-grants-2014_11
Patent number
US08889876B2

Reaction notes

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