N-methanesulfonyl-6-bromomethylindole → (3-Chloro-4-methyl-5-nitrophenyl) acetonitrile

HRID 618248Notes

Reaction equation

HRID 618248 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]([N+:11]([O-:13])=[O:12])[C:6]([CH3:10])=[C:7]([Cl:9])[CH:8]=1.CS([N:18]1C2C(=CC=C(CC#N)C=2)C=[CH:19]1)(=O)=O.CS(N1C2C(=CC=C(CBr)C=2)C=C1)(=O)=O>>[Cl:9][C:7]1[CH:8]=[C:3]([CH2:2][C:19]#[N:18])[CH:4]=[C:5]([N+:11]([O-:13])=[O:12])[C:6]=1[CH3:10]

Participants

4

Reactant 3

HCID 18789641N-methanesulfonyl-6-bromomethylindoleHCID 18789651N-methanesulfonyl-6-cyanomethylindoleHCID 187896735-Bromomethyl-1-chloro-2-methyl-3-nitrobenzene

Product 1

HCID 54125367(3-Chloro-4-methyl-5-nitrophenyl) acetonitrile

Procedure

(3-Chloro-4-methyl-5-nitrophenyl) acetonitrile was prepared from 5-bromomethyl-1-chloro-2-methyl-3-nitrobenzene in a manner similar to that described in Example 10 for the preparation of N-methanesulfonyl-6-cyanomethyl indole from N-methanesulfonyl-6-bromomethyl indole.

Sources & evidence

ORD record
ord-676736df6b6444108f6ee02c07214050
Source dataset
uspto-grants-1999_09
Patent number
US05952362

Reaction notes

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