1-Bromo-3-chloropropane → HCID 21429013, compound

HRID 437552Notes

Reaction equation

HRID 437552 reaction equation
[S:1]1[CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[S:7].[Br:8][CH2:9][CH2:10][CH2:11]Cl>C(O)C>[Br-:8].[S:1]1[C:2]2[S:7][CH2:9][CH2:10][CH2:11][N+:3]=2[CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 80061-Bromo-3-chloropropaneHCID 27634081,3-Thiazinane-2-thione

Product 1

HCID 21429013HCID 21429013, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 66.5 g. of tetrahydro-1,3-thiazin-2-thione and 83 g. of 1-bromo-3-chloropropane in 200 ml. of ethanol is refluxed for 24 hours. The solvent is removed under vacuum and the residue triturated with ether, then acetone. The product is recrystallized from ethanol yielding 2,3,6,7-tetrahydro-(1,3)-thiazino-[2,3-b]-(1,3)-thiazinium bromide.

Workup

  1. additionA mixture of 66.5 g
  2. customThe solvent is removed under vacuum
  3. customthe residue triturated with ether
  4. customThe product is recrystallized from ethanol

Sources & evidence

ORD record
ord-36dfba97b29146dea05ec5f3061535bc
Source dataset
uspto-grants-1977_06
Patent number
US04031228

Reaction notes

Loading…