4-Acetylbenzoic Acid → HCID 22502096, compound

HRID 1814714Notes

Reaction equation

HRID 1814714 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-592b8ea98f934701944a0996c3f7333c
Source dataset
uspto-grants-2005_04
Patent number
US06875760B2

Reaction notes

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