Water → 6-Bromo-3-iodo-8-(methylthio)imidazo[1,2-b]pyridazine

HRID 1773654Notes

Reaction equation

HRID 1773654 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](Br)[C:5]2[N:6]([C:8]([I:11])=[CH:9][N:10]=2)[N:7]=1.[CH3:13][S-:14].[Na+].O>CN1C(=O)CCC1>[Br:1][C:2]1[CH:3]=[C:4]([S:14][CH3:13])[C:5]2[N:6]([C:8]([I:11])=[CH:9][N:10]=2)[N:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4378561Sodium methanethiolateHCID 86705359HCID 86705359, compound

Product 1

HCID 867053586-Bromo-3-iodo-8-(methylthio)imidazo[1,2-b]pyridazineYield 81.6%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

To a stirred solution of 51.2 g (146.8 mmol) 6,8-dibromo-3-iodoimidazo[1,2-b]pyridazine which was prepared according to intermediate example 96c in NMP (450 mL) are added 12.35 g (176.2 mmol) sodium methanethiolate in one portion at 0° C. After reaction for 15 min, 700 mL water are added and the precipitate is filtered off and dried. Trituration with ether, filtration and drying in vaccuo. yields 44.3 g (65%) of the title compound

Workup

  1. customAfter reaction for 15 min
  2. filtrationthe precipitate is filtered off
  3. customdried
  4. filtrationTrituration with ether, filtration
  5. customdrying in vaccuo

Sources & evidence

ORD record
ord-db4f259fceb94086b4aea0c38b4b29b4
Source dataset
uspto-grants-2016_02
Patent number
US09255100B2

Reaction notes

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