Triethylamine → HCID 18961149, compound

HRID 1708164Notes

Reaction equation

HRID 1708164 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-735af3ba9f1f4808b80750b03bf2c280
Source dataset
uspto-grants-1994_10
Patent number
US05356922

Reaction notes

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