Thionyl Chloride → HCID 66559090, compound

HRID 1855318Notes

Reaction equation

HRID 1855318 reaction equation
[CH2:1]([C:5]1[O:6][C:7]2[CH:16]=[CH:15][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:13][C:8]=2[C:9]=1[C:10](O)=[O:11])[CH2:2][CH2:3][CH3:4].S(Cl)([Cl:24])=O>>[CH2:1]([C:5]1[O:6][C:7]2[CH:16]=[CH:15][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:13][C:8]=2[C:9]=1[C:10]([Cl:24])=[O:11])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 56655982HCID 56655982, compound

Product 1

HCID 66559090HCID 66559090, compound

Conditions

Temperature
22.5 °C

Procedure

7 g (22.48 mmol) of 2-butyl-5-methanesulfonamidobenzofuran-3-carboxylic acid are dissolved in 50 g of thionyl chloride and stirred for 3 hours at 20-25° C. and then refluxed for 30 minutes (79° C.). The reaction medium is then concentrated to dryness under reduced pressure and the residue (8.8 g) is taken up in 46.2 g of anhydrous DCE (total mass=55 g).

Workup

  1. temperaturerefluxed for 30 minutes (79° C.)
  2. concentrationThe reaction medium is then concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-5d383f7dfa144ff7912a706aecb884ac
Source dataset
uspto-grants-2015_02
Patent number
US08962869B2

Reaction notes

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