4-Fluorobenzylamine → HCID 21293092, compound

HRID 622387Notes

Reaction equation

HRID 622387 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH3:13])[C:5]([NH:8][CH2:9][CH2:10][CH2:11][NH2:12])=[N:6][CH:7]=1.CO[C:16]1[C:20](OC)=[N:19][S:18](=[O:23])[N:17]=1.[F:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][NH2:30])=[CH:27][CH:26]=1>CO>[F:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][NH:30][C:16]2[C:20]([NH:12][CH2:11][CH2:10][CH2:9][NH:8][C:5]3[C:4]([CH3:13])=[CH:3][C:2]([Br:1])=[CH:7][N:6]=3)=[N:19][S:18](=[O:23])[N:17]=2)=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 673264-FluorobenzylamineHCID 129139473,4-Dimethoxy-1,2,5-thiadiazole 1-oxideHCID 14397364HCID 14397364, compound

Product 1

HCID 21293092HCID 21293092, compoundYield 41.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(5-Bromo-3-methylpyrid-2-ylamino)propylamine (1.0 g) was reacted with 3,4-dimethoxy-1,2,5-thiadiazole-1-oxide (0.65 g) in methanol overnight. p-Fluorobenzylamine (0.51 g) was added and the reaction mixture was stirred for 2 hours. The product was filtered off and recrystallised from ethanol to yield 4-(p-fluorobenzylamino)-3-[3-(5-bromo-3-methylpyrid-2-ylamino)propylamino]-1,2,5-thiadiazole-1-oxide (0.77 g, 40%) m.p. 125°-126° C.

Workup

  1. filtrationThe product was filtered off
  2. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-a6960ea2e67f460cac08a0daab32f27d
Source dataset
uspto-grants-1988_09
Patent number
US04771058

Reaction notes

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