Hydrochloric Acid → 4-(4-Methylpiperazin-1-yl)-2-nitrobenzoic acid hydrochloride

HRID 1640973Notes

Reaction equation

HRID 1640973 reaction equation
C([O:5][C:6](=[O:23])[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)=[CH:9][C:8]=1[N+:20]([O-:22])=[O:21])(C)(C)C.[ClH:24]>O1CCOCC1>[ClH:24].[CH3:19][N:16]1[CH2:17][CH2:18][N:13]([C:10]2[CH:11]=[CH:12][C:7]([C:6]([OH:23])=[O:5])=[C:8]([N+:20]([O-:22])=[O:21])[CH:9]=2)[CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 45791321tert-Butyl 4-(4-methylpiperazin-1-yl)-2-nitrobenzoate

Product 1

HCID 667368904-(4-Methylpiperazin-1-yl)-2-nitrobenzoic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 4-(4-methyl-piperazin-1-yl)-2-nitro-benzoic acid tert-butyl ester (16.4 g, 51 mmol) and 37% HCl (100 mL) in 1,4-dioxane (200 mL) was stirred at room temperature for 4 hours. The resulting solid was filtered, washed thoroughly with 1,4-dioxane and dried under vacuum at 45° C. The title compound was obtained as a pale yellow solid (13.45 g, 87.5% yield), and it was used in the next step without any further purification.

Workup

  1. filtrationThe resulting solid was filtered
  2. washwashed thoroughly with 1,4-dioxane
  3. customdried under vacuum at 45° C

Sources & evidence

ORD record
ord-bb576d9c88e5402ab09247b63a373c15
Source dataset
uspto-grants-2012_02
Patent number
US08114865B2

Reaction notes

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