1-Chloro-2-nitrobenzene → N-benzyl-2-nitroaniline

HRID 1722720Notes

Reaction equation

HRID 1722720 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH2:11]([NH2:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])(=O)C.[NH4+]>>[CH2:11]([NH:18][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 69451-Chloro-2-nitrobenzeneHCID 7504BenzylamineHCID 517165Ammonium Acetate

Product 1

HCID 521800N-benzyl-2-nitroanilineYield 98%

Procedure

Reaction of 2-chloronitrobenzene (10 g, 63 mmole), benzylamine (40 g, 380 mmole) and ammonium acetate (4.6 g) substantially as described in 1C above produced 14 g (98%) of title compound as orange crystals: mp 65°-67°.

Sources & evidence

ORD record
ord-6cc7eb345d4448edbe81fee62f11ce88
Source dataset
uspto-grants-1989_08
Patent number
US04857540

Reaction notes

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