Benzenesulfonyl chloride → HCID 58625117, compound

HRID 390225Notes

Reaction equation

HRID 390225 reaction equation
[CH3:1][O:2][CH:3]([O:21][CH3:22])[C:4]1[CH:5]=[C:6]([S:13][C:14]2[CH:15]=[C:16]([NH2:20])[CH:17]=[CH:18][CH:19]=2)[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11].[C:23]1([S:29](Cl)(=[O:31])=[O:30])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C1COCC1>[CH3:22][O:21][CH:3]([O:2][CH3:1])[C:4]1[CH:5]=[C:6]([S:13][C:14]2[CH:15]=[C:16]([NH:20][S:29]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)(=[O:31])=[O:30])[CH:17]=[CH:18][CH:19]=2)[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 586250543-(3-Dimethoxymethyl-4-nitro-phenylsulfanyl)-phenylamine

Product 1

HCID 58625117HCID 58625117, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
5 °C

Procedure

A mixture of 3-(3-dimethoxymethyl-4-nitro-phenylsulfanyl)-phenylamine (0.0384 mol) and TEA (0.0576 mol) in THF (q.s.) was stirred at 5° C., and benzenesulfonyl chloride (0.0384 mol) was added dropwise at 5° C., then the reaction mixture was reacted at room temperature and purified by column chromatography over silica gel (eluent: CH2Cl2). The product fractions were collected and the solvent was evaporated to yield the title compound as a residue. (The product was used in subsequent steps without further purification.)

Workup

  1. customthe reaction mixture was reacted at room temperature
  2. custompurified by column chromatography over silica gel (eluent: CH2Cl2)
  3. customThe product fractions were collected
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-afbf2598abc7421884af396e79f78ab8
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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