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

HRID 1266735Notes

Reaction equation

HRID 1266735 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].[C:12]1([C:18]2[C:19]([C:23]#[N:24])=[CH:20][NH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[H-].[Na+]>CN(C=O)C>[NH2:7][C:6]1[CH:8]=[C:2]([N:21]2[CH:22]=[C:18]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:19]([C:23]#[N:24])=[CH:20]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 37214604-Phenyl-1H-pyrrole-3-carbonitrile

Product 1

HCID 185488631-(3-Amino-4-nitro-phenyl)-4-phenyl-1H-pyrrole-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared from 5-chloro-2nitroaniline, 4-phenyl-pyrrole-3-carbonitrile [CAS-no. 40167-37-1] and NaH in DMF at 150° C. for 3 h according to the general procedure E (method b). Obtained as a dark red solid (168 mg).

Sources & evidence

ORD record
ord-42cce114ea9f43d8a20c6174b0f6f50f
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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