Ethylene Oxide → HCID 21424953, compound

HRID 258875Notes

Reaction equation

HRID 258875 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 4 hours. The solvent is evaporated and the residue partitioned between water and ether. The ethereal phase is washed with dilute aqueous ammonia solution, dried over sodium sulfate and evaporated, whereby there is obtained 2-{[3-(8-chloro-dibenzo[ b,f] -thiepin-10-yl)-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 dilute aqueous ammonia solution
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-053f7fa8d98842d1af2c62a0854040f4
Source dataset
uspto-grants-1977_07
Patent number
US04035385

Reaction notes

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