Water → [5-(4-Chloro-benzenesulfonylmethyl)-quinolin-2-yl]-(5-methyl-furan-2-ylmethyl)-amine

HRID 1170134Notes

Reaction equation

HRID 1170134 reaction equation
Cl[CH2:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7]([NH:13][CH2:14][C:15]1[O:16][C:17]([CH3:20])=[CH:18][CH:19]=1)=[N:8]2.[Na+].[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([O-:31])=[O:30])=[CH:25][CH:24]=1.O>CN(C)C=O>[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([S:29]([CH2:2][C:3]2[CH:12]=[CH:11][CH:10]=[C:9]3[C:4]=2[CH:5]=[CH:6][C:7]([NH:13][CH2:14][C:15]2[O:16][C:17]([CH3:20])=[CH:18][CH:19]=2)=[N:8]3)(=[O:31])=[O:30])=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 962WaterHCID 23664783Sodium 4-chlorobenzenesulfinateHCID 68436366(5-Chloromethyl-quinolin-2-yl)-(5-methyl-furan-2-ylmethyl)-amine

Product 1

HCID 68436720[5-(4-Chloro-benzenesulfonylmethyl)-quinolin-2-yl]-(5-methyl-furan-2-ylmethyl)-amine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

(5-Chloromethyl-quinolin-2-yl)-(5-methyl-furan-2-ylmethyl)-amine (55 mg, 0.192 mmol) were dissolved in 1 mL dimethylformamide and 4-chlorobenzenesulphinic acid sodium salt (47 mg, 0.237 mmol) was added. The reaction mixture was stirred at 60° C. for 3 h. Water was added until a suspension was formed and the mixture was stirred for 15 min. The solid was filtered off and dried. The title compound was obtained as a brown solid (53 mg, 65%), MS: m/e=427.4 (M+H+).

Workup

  1. customwas formed
  2. stirringthe mixture was stirred for 15 min
  3. filtrationThe solid was filtered off
  4. customdried

Sources & evidence

ORD record
ord-00d7001872ec41888821a6c90670cfb7
Source dataset
uspto-grants-2010_11
Patent number
US07825253B2

Reaction notes

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