1-Bromo-3-chloropropane → 2,3,6,7-Tetrahydro-5H-[1,3]thiazolo[2,3-b][1,3]thiazin-4-ium bromide

HRID 437551Notes

Reaction equation

HRID 437551 reaction equation
[S:1]1[CH2:5][CH2:4][NH:3][C:2]1=[S:6].[Br:7][CH2:8][CH2:9][CH2:10]Cl>C(#N)C>[Br-:7].[S:1]1[C:2]2[S:6][CH2:8][CH2:9][CH2:10][N+:3]=2[CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 80061-Bromo-3-chloropropaneHCID 27236992-Thiazolidinethione

Product 1

HCID 214290162,3,6,7-Tetrahydro-5H-[1,3]thiazolo[2,3-b][1,3]thiazin-4-ium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 12 g. of thiazolidine-2-thione, and 16 g. of 1-bromo-3-chloro propane in 100 ml. of acetonitrile is refluxed for 12 hours, cooled and the product removed by filtration. Recrystallization from ethanol gives 2,3,5,6-tetrahydrothiazolo[2,3-b]-(1,3)-thiazinium bromide.

Workup

  1. additionA mixture of 12 g
  2. temperaturecooled
  3. customthe product removed by filtration
  4. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-5ca4e7a601e2419cba884659cc47267f
Source dataset
uspto-grants-1977_06
Patent number
US04031228

Reaction notes

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