Ethanesulfonyl chloride → HCID 22663822, compound

HRID 392447Notes

Reaction equation

HRID 392447 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH2:16]([S:18](Cl)(=[O:20])=[O:19])[CH3:17]>ClCCl>[C:14]([C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:4]=[CH:3][C:2]([NH:1][S:18]([CH2:16][CH3:17])(=[O:20])=[O:19])=[CH:7][CH:6]=2)=[CH:9][CH:10]=1)#[N:15]

Participants

4

Reactant 2

HCID 11667Ethanesulfonyl chlorideHCID 971934-Amino-4'-cyanobiphenyl

Product 1

HCID 22663822HCID 22663822, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4-Amino-4′-cyanobiphenyl (1.03 g, 5.3 mmol) (TCI) was dissolved in a mixture of 8 ml dichloromethane/2 ml pyridine was treated with ethanesulfonyl chloride (0.61 g, 5.3 mmol) and stirred for 18 h at room temperature. The solution was diluted with dichloromethane and washed twice with 1N HCl. The organic phase was separated, dried over sodium sulfate, filtered, and concentrated in vacuo to afford the title compound. 1H NMR: 7.75 (d,2H,J=8 Hz), 7.67 (d,2H,J=8 Hz), 7.60 (d,2H,J=8 Hz), 7.37 (d,2H,J=8 Hz), 6.90 (s,1H), 3.22 (q,2H,J=8 Hz), 1.45 (t,3H,J=8 Hz).

Workup

  1. washwashed twice with 1N HCl
  2. customThe organic phase was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a4ea0dcb887048c69cd9b7370e91141b
Source dataset
uspto-grants-2004_10
Patent number
US06800651B2

Reaction notes

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