Hydrogen Bromide → 1-Nitro-2-methylthio-2-[2-(3-isoxazolylmethylthio)ethylamino]ethylene

HRID 597409Notes

Reaction equation

HRID 597409 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[CH:10]=[CH:9][O:8][N:7]=1.Br.[N+:12]([CH:15]=[C:16](SC)[S:17][CH3:18])([O-:14])=[O:13]>>[N+:12]([CH:15]=[C:16]([S:17][CH3:18])[NH:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[CH:10]=[CH:9][O:8][N:7]=1)([O-:14])=[O:13]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 129234172-((Isoxazol-3-ylmethyl)thio)ethanamine

Product 1

HCID 705444111-Nitro-2-methylthio-2-[2-(3-isoxazolylmethylthio)ethylamino]ethylene

Procedure

By the procedure of Example 8(i), 3-[(2-aminoethyl)-thiomethyl]isoxazole (from the hydrobromide (3.7 g)) is reacted with 1-nitro-2,2-bis-methylthioethylene (3.5 g) to give 1-nitro-2-methylthio-2-[2-(3-isoxazolylmethylthio)-ethylamino]ethylene (3.6 g) which, on reaction with 2-[(2-aminoethyl)thiomethyl]-3-chloropyridine by the procedure of Example 1 (a) (ii) gives the title product (3.5 g).

Sources & evidence

ORD record
ord-fa556d053d334422b33e291d5abd2fc5
Source dataset
uspto-grants-1977_03
Patent number
US04013769

Reaction notes

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