Triethylamine → HCID 19600260, compound

HRID 611402Notes

Reaction equation

HRID 611402 reaction equation
Cl.[O:2]1[C:10]2[CH2:9][CH2:8][NH:7][CH2:6][C:5]=2[CH:4]=[CH:3]1.C(N(CC)CC)C.Cl[S:19]([C:22]1[CH:30]=[CH:29][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=1)(=[O:21])=[O:20]>ClCCl>[O:2]1[C:10]2[CH2:9][CH2:8][N:7]([S:19]([C:22]3[CH:23]=[CH:24][C:25]([C:26]([OH:28])=[O:27])=[CH:29][CH:30]=3)(=[O:21])=[O:20])[CH2:6][C:5]=2[CH:4]=[CH:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 823854-(Chlorosulfonyl)benzoic acidHCID 195999414,5,6,7-Tetrahydrofuro[3,2-c]pyridine hydrochloride

Product 1

HCID 19600260HCID 19600260, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2.900 g (18.169 mmol) of 4,5,6,7-tetrahydrofuro[3,2-c]pyridine hydrochloride and 12.7 ml (90.8 mmol) of triethylamine in 100 ml of dichloromethane, 4.81 g (21.8 mmol) of 4-chlorosulfonylbenzoic acid was added under ice-cooling, followed by overnight stirring at room temperature. After the solvent was distilled off under reduced pressure, 1 N hydrochloric acid was added; the resulting precipitate was filtered, washed with 1 N hydrochloric acid and dried to yield the desired product.

Workup

  1. temperaturecooling
  2. distillationAfter the solvent was distilled off under reduced pressure, 1 N hydrochloric acid
  3. additionwas added
  4. filtrationthe resulting precipitate was filtered
  5. washwashed with 1 N hydrochloric acid
  6. customdried

Sources & evidence

ORD record
ord-01bafb4f1d1441c4b4fa4596e154c30d
Source dataset
uspto-grants-1999_12
Patent number
US05998433

Reaction notes

Loading…