Cyclopentylamine → HCID 8469479, compound

HRID 1410203Notes

Reaction equation

HRID 1410203 reaction equation
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][C:9]=1[N+:18]([O-:20])=[O:19]>CC#N>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([NH:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)(=[O:16])=[O:15])=[CH:10][C:9]=1[N+:18]([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-

Product 1

HCID 8469479HCID 8469479, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

Cyclopentylamine (1.5 mL, 15.6 mmol) in MeCN (10 mL) was added over 10 min to an ice-cooled solution of 4-chloro-3-nitrobenzenesulfonyl chloride (2.0 g, 7.8 mmol) in MeCN (20 mL). After 1 h at rt the mixture was poured into ice-water and extracted with EtOAc. The combined extracts were washed with brine, dried over Na2SO4 and concentrated to give the sub-title compound. Yield 2.2 g (92%).

Workup

  1. extractionextracted with EtOAc
  2. washThe combined extracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-c5e733becefb434fa4985828f135f112
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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