Ethylene Oxide → HCID 21424953, compound

HRID 258881Notes

Reaction equation

HRID 258881 reaction equation
[CH2:1]1[O:3][CH2:2]1.[CH3:4][NH:5][CH2:6][C:7]#[C:8][C:9]1[C:15]2[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:14]=2[S:13][C:12]2[CH:21]=[CH:22][CH:23]=[CH:24][C:11]=2[CH:10]=1>C(O)C>[Cl:20][C:17]1[CH:18]=[CH:19][C:14]2[S:13][C:12]3[CH:21]=[CH:22][CH:23]=[CH:24][C:11]=3[CH:10]=[C:9]([C:8]#[C:7][CH2:6][N:5]([CH3:4])[CH2:2][CH2:1][OH:3])[C:15]=2[CH:16]=1

Participants

4

Reactant 2

HCID 6354Ethylene OxideHCID 21424973HCID 21424973, compound

Product 1

HCID 21424953HCID 21424953, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 2 ml. of ethylene oxide in 10 ml. of ethanol is treated with a solution of 0.6 g. of N-methyl-3-(8-chloro-dibenzo[b,f]thiepin-10-yl)-2-propynylamine in 5 ml. of ethanol and stirred at room temperature for about 14 hours. The solvent is evaporated and the residue partitioned between water and ether. The ethereal phase is washed with a dilute aqueous ammonia solution, dried over sodium sulfate and evaporated, whereby there is obtained 2-{[3-(8-chloro-dibenzo[b,f]thiepin-10yl)-2-propynyl]-methylamino}-ethanol which melts at 86°-88° C. after recrystallization from ether/n-pentane.

Workup

  1. customThe solvent is evaporated
  2. customthe residue partitioned between water and ether
  3. washThe ethereal phase is washed with a dilute aqueous ammonia solution
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-20cc1f3dd83240bc9157c5563901226c
Source dataset
uspto-grants-1977_07
Patent number
US04035386

Reaction notes

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