N-(3-(dimethylamino)propyl)formamide → N,N-dimethyl-N-(5-nitro-1-naphthylmethyl)-N-3-formamidopropylammonium chloride

HRID 1973215Notes

Reaction equation

HRID 1973215 reaction equation
[CH3:1][N:2]([CH3:9])[CH2:3][CH2:4][CH2:5][NH:6][CH:7]=[O:8].[N+:10]([C:13]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:14]=1[CH:15]=[CH:16][CH:17]=[C:18]2[CH2:23][Cl:24])([O-:12])=[O:11]>O>[Cl-:24].[CH3:1][N+:2]([CH3:9])([CH2:23][C:18]1[C:19]2[C:14](=[C:13]([N+:10]([O-:12])=[O:11])[CH:22]=[CH:21][CH:20]=2)[CH:15]=[CH:16][CH:17]=1)[CH2:3][CH2:4][CH2:5][NH:6][CH:7]=[O:8]

Participants

4

Reactant 2

HCID 80020N-(3-(dimethylamino)propyl)formamideHCID 2260471-Chloromethyl-5-nitronaphthalene

Product 1

HCID 86733015N,N-dimethyl-N-(5-nitro-1-naphthylmethyl)-N-3-formamidopropylammonium chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Proceeding in a manner similar to that described above in B-8a, 29.9 parts of N-(3-dimethylaminopropyl)formamide and 44.3 parts of 5-nitro-1-chloromethylnaphthalene were interacted in 30 parts of water to obtain N,N-dimethyl-N-(5-nitro-1-naphthylmethyl)-N-3-formamidopropylammonium chloride. The product was not isolated but was used directly in solution for reduction of the nitro group.

Sources & evidence

ORD record
ord-137daa5100a442228ac79f874d8d4a98
Source dataset
uspto-grants-1976_12
Patent number
US03996282

Reaction notes

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