Sodium hydride → 1-(3-Amino-4-nitro-phenyl)-4-(2-chloro-phenyl)-1H-pyrrole-3-carbonitrile

HRID 1266734Notes

Reaction equation

HRID 1266734 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)[NH2:7].[Cl:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]1[C:20]([C:24]#[N:25])=[CH:21][NH:22][CH:23]=1.[H-].[Na+]>CN(C=O)C>[NH2:7][C:6]1[CH:8]=[C:2]([N:22]2[CH:23]=[C:19]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=3[Cl:12])[C:20]([C:24]#[N:25])=[CH:21]2)[CH:3]=[CH:4][C:5]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 742185-Chloro-2-nitroanilineHCID 128035354-(2-Chlorophenyl)-1H-pyrrole-3-carbonitrile

Product 1

HCID 185488181-(3-Amino-4-nitro-phenyl)-4-(2-chloro-phenyl)-1H-pyrrole-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared from 5-chloro-2nitroaniline, 4-(o-Chlorophenyl)-pyrrole-3-carbonitrile [CAS-No. 74738-15-1] and NaH in DMF at 150° C. for 3 h according to the general procedure E (method b). Obtained as a yellow-brown solid (218 mg).

Sources & evidence

ORD record
ord-31b2ed0aa7e9427cac1d297ed5e4c23c
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

Loading…