4-Acetylbenzoic Acid → HCID 22502096, compound

HRID 1633994Notes

Reaction equation

HRID 1633994 reaction equation
[C:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](O)=[O:9])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].O.[NH2:14][C:15]1[NH:19][N:18]=[N:17][N:16]=1.Cl.C(N=C=NCCCN(C)C)C>CN(C=O)C>[C:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([NH:14][C:15]2[N:16]=[N:17][NH:18][N:19]=2)=[O:9])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 114704-Acetylbenzoic AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178509300HCID 178509300, compound

Product 1

HCID 22502096HCID 22502096, compoundYield 817.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Acetylbenzoic acid (4.00 g, 24.4 mmol), 5-aminotetrazole monohydrate (3.00 g, 2.91 mmol) and ethyl dimethylaminopropyl carbodiimide hydrochloride (7.00 g, 3.55 mmol) were dissolved in DMF (25 mL) and stirred at ambient temperature for 48 hours. The reaction mixture was poured into ice-water, and the precipitate collected by filtration to afford 5.50 g (98%) of pure 4-acetyl-N-(2H-tetrazol-5-yl)benzamide after drying overnight in a vacuum oven.

Workup

  1. filtrationthe precipitate collected by filtration

Sources & evidence

ORD record
ord-e0906581dbe04c139e4aaf7d5dd68d10
Source dataset
uspto-grants-2003_01
Patent number
US06503949B1

Reaction notes

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