Dimethylamine → HCID 23368333, compound

HRID 1901546Notes

Reaction equation

HRID 1901546 reaction equation
[I:1][C:2]#[C:3][CH2:4][O:5][C:6]1[C:10]([C:11]#[N:12])=[C:9](S(C)(=O)=O)[S:8][N:7]=1.[CH3:17][NH:18][CH3:19].O>C(COC)OC>[I:1][C:2]#[C:3][CH2:4][O:5][C:6]1[C:10]([C:11]#[N:12])=[C:9]([N:18]([CH3:19])[CH3:17])[S:8][N:7]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 962WaterHCID 23368324HCID 23368324, compound

Product 1

HCID 23368333HCID 23368333, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

3.6 Grams of 3-(3-iodo-2-propynyloxy)-4-cyano-5-methylsulfonylisothiazole was dissolved in 30 ml of dimethoxyethane, 1.5 g of dimethylamine (as 50% aqueous solution) was added at room temperature with stirring, and then the reaction solution was stirred at 50° C. for 2 hours. Water was added to precipitate crystals, which were then collected by filtration, washed with water, dried and recrystallized from ethyl acetate. Thus, 2.2 g of white crystals having a melting point of 171° to 172° C. was obtained.

Workup

  1. stirringthe reaction solution was stirred at 50° C. for 2 hours
  2. customto precipitate crystals, which
  3. filtrationwere then collected by filtration
  4. washwashed with water
  5. customdried
  6. customrecrystallized from ethyl acetate
  7. customwas obtained

Sources & evidence

ORD record
ord-e1555d271a4c4607b3bcc05478cea154
Source dataset
uspto-grants-1996_11
Patent number
US05578622

Reaction notes

Loading…