Ethanesulfonyl chloride → HCID 56966434, compound

HRID 1036982Notes

Reaction equation

HRID 1036982 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([C:12]1[CH:13]=[C:14]([NH2:18])[CH:15]=[CH:16][CH:17]=1)[CH2:6][C:5]2([CH3:20])[CH3:19].[CH2:21]([S:23](Cl)(=[O:25])=[O:24])[CH3:22]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]([C:12]1[CH:13]=[C:14]([NH:18][S:23]([CH2:21][CH3:22])(=[O:25])=[O:24])[CH:15]=[CH:16][CH:17]=1)[CH2:6][C:5]2([CH3:20])[CH3:19]

Participants

4

Reactant 2

HCID 11667Ethanesulfonyl chlorideHCID 67290361HCID 67290361, compound

Product 1

HCID 56966434HCID 56966434, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-(6-Chloro-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine (150 mg, 0.53 mmol) and ethanesulfonyl chloride (67 mg, 0.63 mmol) were dissolved in pyridine (5 mL). The mixture was stirred at room temperature overnight. The solvent was removed and the residue was purified on column chromatography using petroleum ether/ethyl acetate=5:1 as eluent to afford ethanesulfonic acid [3-(6-chloro-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenyl]-amide (142 mg, yield: 54%) as yellow solid. MS (ESI+APCI) M+1=445.1.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified on column chromatography

Sources & evidence

ORD record
ord-d2c505cdff8640ad964cedf1ebd65415
Source dataset
uspto-grants-2013_10
Patent number
US08546427B2

Reaction notes

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