Triethylamine → HCID 15434529, compound

HRID 2271069Notes

Reaction equation

HRID 2271069 reaction equation
[CH2:1]([S:3](Cl)(=[O:5])=[O:4])[CH3:2].[F:7][C:8]1[CH:19]=[CH:18][C:11]2[CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([NH2:17])[C:10]=2[CH:9]=1.C(N(CC)CC)C>C1COCC1>[F:7][C:8]1[CH:19]=[CH:18][C:11]2[CH2:12][CH2:13][CH2:14][CH2:15][CH:16]([NH:17][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])[C:10]=2[CH:9]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11667Ethanesulfonyl chlorideHCID 22391779HCID 22391779, compound

Product 1

HCID 15434529HCID 15434529, compoundYield 71.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.3 g (18 mmol) of ethanesulfonyl chloride were added dropwise with ice-cooling to a solution of 2.68 g (15 mmol) of 3-fluoro-5-amino-6,7,8,9-tetrahydro-5H-benzocycloheptene and 1.5 g (60 mmol triethylamine in 40 ml of THF. The mixture was allowed to come to room temperature and was stirred overnight, and the solvent was distilled off in vacuo. After stirring the residue with water, the precipitated product was filtered off with suction. 2.9 g of 3-fluoro-5-(N-ethylsulfonylamino)-6,7,8,9-tetrahydro-5H-benzocycloheptene were obtained, m.p. 118-121° C.

Workup

  1. customto come to room temperature
  2. distillationthe solvent was distilled off in vacuo
  3. stirringAfter stirring the residue with water
  4. filtrationthe precipitated product was filtered off with suction

Sources & evidence

ORD record
ord-72777e9ce3dc40c3babce5e9f4884f36
Source dataset
uspto-grants-2001_12
Patent number
US06333349B1

Reaction notes

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