Sodium methanethiolate → 3,5-Dicyano-2-mercaptobenzonitrile

Reaction equation

Br[C:2]1[C:9]([C:10]#[N:11])=[CH:8][C:7]([C:12]#[N:13])=[CH:6][C:3]=1[C:4]#[N:5].C[S-:15].[Na+]>>[C:4]([C:3]1[C:2]([SH:15])=[C:9]([CH:8]=[C:7]([C:12]#[N:13])[CH:6]=1)[C:10]#[N:11])#[N:5]

Participants

Reactant 2

HCID 4378561Sodium methanethiolate

HCID 125759392-Bromobenzene-1,3,5-tricarbonitrile

Product 1

HCID 147953373,5-Dicyano-2-mercaptobenzonitrile

Procedure

If the procedure described in Preparation LV is followed starting from 6 g (26.10-3 mol) of 2-bromo-3,5-dicyanobenzonitrile and 6 g (86.10-3 mol) of sodium thiomethylate, 6 g (quantitative yield) of the expected product are obtained in the form of an oil.

Workup

customIf the procedure described in Preparation LV

Sources & evidence

ORD record: ord-68057794265042cf843f66f80857944b
Source dataset: uspto-grants-1993_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05246961

Reaction notes

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