Triethylamine → HCID 18961149, compound

HRID 2253603Notes

Reaction equation

HRID 2253603 reaction equation
[Cl:1][C:2]1[N:6]([CH3:7])[CH:5]=[N:4][C:3]=1[S:8](Cl)(=[O:10])=[O:9].[OH:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[CH:15][CH:14]=1.C([N:27](CC)CC)C>C(Cl)(Cl)Cl>[OH:12][C:13]1[CH:14]=[CH:15][C:16]([N:19]2[CH2:24][CH2:23][N:22]([NH:27][S:8]([C:3]3[N:4]=[CH:5][N:6]([CH3:7])[C:2]=3[Cl:1])(=[O:10])=[O:9])[CH2:21][CH2:20]2)=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 92467p-(1-Piperazinyl)phenolHCID 167719645-Chloro-1-methyl-1H-imidazole-4-sulfonyl chloride

Product 1

HCID 18961149HCID 18961149, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 20 g (93 mmol) of 5-chloro-1-methyl-4-imidazolesulfonyl chloride in 250 ml of chloroform is added dropwise at room temperature to 16 g (90 mmol) of 4-(4-hydroxyphenyl)piperazine in 250 ml of chloroform. 41 ml (0.3 mol) of triethylamine are then slowly added dropwise. When, after stirring for 6 hours at room temperature, acid chloride is no longer present by thin layer chromatography, the precipitate formed is filtered off, washed several times with water, dried and recrystallized from acetonitrile. The title compound melts at 249°-250° C.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washwashed several times with water
  4. customdried
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-1fb71344ddef433e995fa153f0da7d88
Source dataset
uspto-grants-1993_08
Patent number
US05232922

Reaction notes

Loading…