4-Aminobenzoic Acid → HCID 67078816, compound

HRID 338614Notes

Reaction equation

HRID 338614 reaction equation
[CH:1]1N=C[N:3]([C:6]([N:8]2C=N[CH:10]=[CH:9]2)=[O:7])[CH:2]=1.CC1[CH:21]=[CH:20][C:17]([CH2:18]N)=[CH:16][CH:15]=1.NC1[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=1>[OH-].[Na+]>[CH3:18][C:17]1[CH:16]=[CH:15][C:10]([CH2:9][NH:8][C:6](=[O:7])[NH:3][CH2:2][C:1]2[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=2)=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 9784-Aminobenzoic AcidHCID 660354-MethylbenzylamineHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 67078816HCID 67078816, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

N,N-carbonyldiimidazole (1.62 g, 10 mmol), p-methyl benzyl amine (1.21 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 2.83 g of 4-[(4-methylbenzylureido)methyl]benzoic acid (intermediate M-33) as a white solid, with a yield of 95.0%.

Sources & evidence

ORD record
ord-e8419051739148f8aca52c8b57307dc4
Source dataset
uspto-grants-2014_11
Patent number
US08889876B2

Reaction notes

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