2-(2-Methylaminomethyl-4-thiazolylmethylthio)ethylamine → N-Desmethylnizatidine

HRID 354605Notes

Reaction equation

HRID 354605 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[S:5][CH:6]=[C:7]([CH2:9][S:10][CH2:11][CH2:12][NH2:13])[N:8]=1.[CH3:14][N:15]1[CH:17](SC)[CH:16]1[N+:20]([O-:22])=[O:21]>O>[CH3:14][NH:15][C:17]([NH:13][CH2:12][CH2:11][S:10][CH2:9][C:7]1[N:8]=[C:4]([CH2:3][NH:2][CH3:1])[S:5][CH:6]=1)=[CH:16][N+:20]([O-:22])=[O:21]

Participants

4

Reactant 2

HCID 150534772-(2-Methylaminomethyl-4-thiazolylmethylthio)ethylamineHCID 193706171-Methyl-2-methylsulfanyl-3-nitroaziridine

Product 1

HCID 133957N-Desmethylnizatidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Following the above procedure, 2-([2-(methylaminomethyl)-4-thiazolyl]methylthio)ethylamine and N-methyl-1-methylthio-2-nitroethyleneamine were reacted in water solution. The reaction was worked up and the product isolated by the above procedure to yield N-methyl-N'-2-([2-(methylaminomethyl)-4-thiazolyl]methylthio)ethyl 2-nitro-1,1-ethenediamine melting at 105°-107° C. after recrystallization from acetonitrile followed by recrystallization from ethanol.

Workup

  1. customthe product isolated by the above procedure

Sources & evidence

ORD record
ord-65883af12c57410eb399121e809c1986
Source dataset
uspto-grants-1983_03
Patent number
US04375547

Reaction notes

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