N-(3-(dimethylamino)propyl)formamide → N,N-dimethyl-N-(4-nitrophenyl)carbamylmethyl-N-3-formamidopropylammonium chloride

HRID 462148Notes

Reaction equation

HRID 462148 reaction equation
[CH3:1][N:2]([CH3:9])[CH2:3][CH2:4][CH2:5][NH:6][CH:7]=[O:8].[Cl:10][CH2:11][C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)=[O:13]>C(O)(C)C>[Cl-:10].[CH3:1][N+:2]([CH3:9])([CH2:11][C:12](=[O:13])[NH:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)[CH2:3][CH2:4][CH2:5][NH:6][CH:7]=[O:8]

Participants

4

Reactant 2

HCID 80020N-(3-(dimethylamino)propyl)formamideHCID 140220Acetanilide, 2-chloro-4'-nitro-

Product 1

HCID 86733006N,N-dimethyl-N-(4-nitrophenyl)carbamylmethyl-N-3-formamidopropylammonium chloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a manner similar to that described above in 1a, and using 14.2 parts of N-(3-dimethylaminopropyl)formamide, 20.0 parts of 2-chloro-4'-nitroacetanilide, and 78 parts of isopropyl alcohol there was obtained 27.4 parts of N,N-dimethyl-N-(4-nitrophenyl)carbamylmethyl-N-3-formamidopropylammonium chloride as a white solid which melted at 195°-196° C.

Sources & evidence

ORD record
ord-402c1ace94fc4ca599dadaf99a086bcf
Source dataset
uspto-grants-1977_12
Patent number
US04065500

Reaction notes

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