Thiomorpholine 1-oxide → HCID 69519072, compound

HRID 1179966Notes

Reaction equation

HRID 1179966 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=2)=[CH:7][CH:6]=1)=[O:3].[NH:22]1[CH2:27][CH2:26][S:25](=[O:28])[CH2:24][CH2:23]1>>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[CH:17][C:12]([O:11][C:8]2[CH:9]=[CH:10][C:5]([O:4][C:2]([N:22]3[CH2:27][CH2:26][S:25](=[O:28])[CH2:24][CH2:23]3)=[O:3])=[CH:6][CH:7]=2)=[N:13][CH:14]=1

Participants

3

Reactant 2

HCID 12600299Thiomorpholine 1-oxideHCID 220477624-(5-Trifluoromethylpyridin-2-yloxy)-phenyl chloroformate

Product 1

HCID 69519072HCID 69519072, compoundYield 37%

Procedure

The title compound was prepared from 4-(5-trifluoromethyl-pyridin-2-yloxy)-phenyl chloroformate and thiomorpholine 1-oxide and purified by flash chromatography (ethyl acetate), yield 37%. White crystals, m.p. 156-157° C.; 1H NMR (CDCl3)δ 8.47-8.40 (s-like, 1H), 7.94-7.87 (dd-like, 1H), 7.24-7.13 (m, 4H), 7.06-6.99 (d-like), 4.31-3.91 (m, 4H), 2.97-2.87-2.75 (m, 2H+2H); IR (KBr): ν 1710 (C═O) cm−1.

Workup

  1. custompurified by flash chromatography (ethyl acetate), yield 37%

Sources & evidence

ORD record
ord-e2e9a23f706a4c678111efb872aa4e46
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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