Sodium Carbonate → HCID 178480701, compound

HRID 227303Notes

Reaction equation

HRID 227303 reaction equation
[N:1]([O-])=O.[Na+].[Cl:5][C:6]1[CH:12]=[C:11]([N:13]2[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]2)[C:9]([NH2:10])=[C:8]([CH2:20][S:21]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)(=[O:23])=[O:22])[CH:7]=1.C([O-])([O-])=O.[Na+].[Na+]>O.Cl>[Cl:5][C:6]1[CH:7]=[C:8]2[C:9](=[C:11]([N:13]3[CH2:14][CH2:15][N:16]([CH3:19])[CH2:17][CH2:18]3)[CH:12]=1)[NH:10][N:1]=[C:20]2[S:21]([C:24]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=1)(=[O:22])=[O:23]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 23668193Sodium NitriteHCID 442429224-Chloro-2-{[(4-fluorophenyl)sulfonyl]methyl}-6-(4-methylpiperazin-1-yl)aniline

Product 1

HCID 178480701HCID 178480701, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of NaNO2 (22.0 mg) in water at 0° C. is treated dropwise with a solution of 4-chloro-2-{[(4-fluorophenyl)sulfonyl]methyl}-6-(4-methylpiperazin-1-yl)aniline (102.2 mg, 0.25 mmol) in 1M HCl, allowed to warm to room temperature over a 2 h period, treated with saturated Na2CO3 to pH>10 and filtered. The filtercake is washed with water and dried in vacuo to give the title compound, identified by mass spectral and NMR analyses.

Workup

  1. filtrationfiltered
  2. washThe filtercake is washed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-caf9c8faa2134e6abf81d500f803933a
Source dataset
uspto-grants-2009_07
Patent number
US07560470B2

Reaction notes

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