Sodium Sulfite → (4-Cyanophenyl)methanesulfonyl chloride

Reaction equation

Br[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[S:11]([O-:14])([O-])=[O:12].[Na+].[Na+].P(Cl)(Cl)(Cl)(Cl)[Cl:18]>>[C:7]([C:6]1[CH:9]=[CH:10][C:3]([CH2:2][S:11]([Cl:18])(=[O:14])=[O:12])=[CH:4][CH:5]=1)#[N:8]

Participants

Reactant 3

HCID 24437Sodium Sulfite

HCID 24819Phosphorus pentachloride

HCID 869964-(Bromomethyl)benzonitrile

Product 1

HCID 15480555(4-Cyanophenyl)methanesulfonyl chloride

Procedure

4-Bromomethylbenzonitrile was reacted with sodium sulphite followed by phosphorus pentachloride to give 4-cyanobenzylsulphonyl chloride which was reacted with pentylamine in a similar manner to N14 to give the title compound.

Sources & evidence

ORD record: ord-1890100223a64e3892700b891b31da93
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06215001B1

Reaction notes

Loading…