Ammonia → HCID 21293091, compound

HRID 622384Notes

Reaction equation

HRID 622384 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH3:14])[C:5]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][NH2:13])=[N:6][CH:7]=1.CO[C:17]1[C:21](OC)=[N:20][S:19](=[O:24])[N:18]=1.[NH3:25]>CO>[NH2:25][C:17]1[C:21]([NH:13][CH2:12][CH2:11][CH2:10][CH2:9][NH:8][C:5]2[C:4]([CH3:14])=[CH:3][C:2]([Br:1])=[CH:7][N:6]=2)=[N:20][S:19](=[O:24])[N:18]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 129139473,4-Dimethoxy-1,2,5-thiadiazole 1-oxideHCID 21293086HCID 21293086, compound

Product 1

HCID 21293091HCID 21293091, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-(5-Bromo-3-methylpyrid-2-ylamino)butylamine (0.7 g) in methanol was reacted with 3,4-dimethoxy-1,2,5-thiadiazole-1-oxide (0.44 g) overnight at room temperature. Methanolic ammonia (25 ml) was added and the reaction mixture was stirred for 2 hours. After evaporation, the residue was recrystallised from a mixture of acetonitrile and ether to yield 4-amino-3-[4-(5-bromo-3-methylpyrid-2-ylamino)-butylamino]-1,2,5-thiadiazole-1-oxide (0.45 g, 45%) m.p. 212°-214° C. dec.

Workup

  1. customAfter evaporation
  2. customthe residue was recrystallised from a mixture of acetonitrile and ether

Sources & evidence

ORD record
ord-59ab4e3dd0d8437baaec11fd2293b04f
Source dataset
uspto-grants-1988_09
Patent number
US04771058

Reaction notes

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