Sodium hydride → HCID 21552894, compound

HRID 267985Notes

Reaction equation

HRID 267985 reaction equation
[C:1]([CH:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[N:13]2[CH:17]=[CH:16][CH:15]=[CH:14]2)[CH:6]=[CH:5][N:4]1S(C1C=CC(C)=CC=1)(=O)=O)#[N:2].[H-].[Na+]>CN(C)C=O>[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[N:13]2[CH:17]=[CH:16][CH:15]=[CH:14]2)[CH:6]=[CH:5][N:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 68139828HCID 68139828, compound

Product 1

HCID 21552894HCID 21552894, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-cyano-8-(pyrrol-1-yl)-2-toluene- p-sulphonyl-1,2-dihydroisoquinoline (446.2 g.) and sodium hydride (50% dispersion in mineral oil) (68.7 g.) in dimethylformamide (2,232 cc.) is kept at a temperature of about 20° C. for 16 hours. Crude 1-cyano-8-(pyrrol-1-yl)isoquinoline (261 g.), melting at 178° C., is thus obtained.

Sources & evidence

ORD record
ord-e791db99d77540558ecd4601bd373bd2
Source dataset
uspto-grants-1976_03
Patent number
US03946019

Reaction notes

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