N-(3-(dimethylamino)propyl)formamide → N,N-dimethyl-N-(5-nitro-2-methoxyphenyl)carbamylmethyl-N-3-formamidopropylammonium chloride

HRID 462152Notes

Reaction equation

HRID 462152 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]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:16]=1[O:24][CH3:25])=[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]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:16]=1[O:24][CH3:25])[CH2:3][CH2:4][CH2:5][NH:6][CH:7]=[O:8]

Participants

4

Reactant 2

HCID 80020N-(3-(dimethylamino)propyl)formamideHCID 23626032-chloro-N-(2-methoxy-5-nitrophenyl)acetamide

Product 1

HCID 86733013N,N-dimethyl-N-(5-nitro-2-methoxyphenyl)carbamylmethyl-N-3-formamidopropylammonium chloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a manner similar to that described above in B-1a, and using 27.3 parts of N-(3-dimethylaminopropyl)formamide, 48 parts of 2-chloro-2'-methoxy-5'-nitroacetanilide, and 157 parts of isopropyl alcohol there was obtained 52.6 parts of N,N-dimethyl-N-(5-nitro-2-methoxyphenyl)carbamylmethyl-N-3-formamidopropylammonium chloride as a white solid, m.p. 86°-88°.

Sources & evidence

ORD record
ord-be147f3e19b641a9837d46e8cfee54c9
Source dataset
uspto-grants-1977_12
Patent number
US04065500

Reaction notes

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