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

HRID 1658047Notes

Reaction equation

HRID 1658047 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-2281e2de05af45f887b4f5d94c77ddbf
Source dataset
uspto-grants-1976_06
Patent number
US03962437

Reaction notes

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