Methylamine → HCID 21293083, compound

HRID 622386Notes

Reaction equation

HRID 622386 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.[CH3:24][NH2:25]>CO.C(O)C>[CH3:24][NH:25][C:16]1[C:20]([NH:12][CH2:11][CH2:10][CH2:9][NH:8][C:5]2[C:4]([CH3:13])=[CH:3][C:2]([Br:1])=[CH:7][N:6]=2)=[N:19][S:18](=[O:23])[N:17]=1

Participants

6

Reactant 3

HCID 6329MethylamineHCID 129139473,4-Dimethoxy-1,2,5-thiadiazole 1-oxideHCID 14397364HCID 14397364, compound

Product 1

HCID 21293083HCID 21293083, compoundYield 25%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 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 for 6 hours. Methylamine in ethanol (15 ml) was added and stirred for 2 hours. After evaporation the residue was recrystallised from a mixture of acetonitrile and ether and then from ethanol to yield 4-methylamino-3-[3-(5-bromo-3-methylpyrid-2-ylamino)propylamino]-1,2,5-thiadiazole-1-oxide (0.37 g, 25%), m.p. 211°-212° C.

Workup

  1. customAfter evaporation the residue
  2. customwas recrystallised from a mixture of acetonitrile and ether

Sources & evidence

ORD record
ord-ed3d6a0a81724b8db0a118d912fa8ecf
Source dataset
uspto-grants-1988_09
Patent number
US04771058

Reaction notes

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