2,4-Bis(4-phenoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane → HCID 57779733, compound

HRID 509186Notes

Reaction equation

HRID 509186 reaction equation
[CH3:1][O:2][C:3]1[CH:31]=[CH:30][CH:29]=[CH:28][C:4]=1[C:5]([NH:7][NH:8][C:9](=O)[CH:10]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:11]([O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:12])=O.O(C1C=CC(P2(=S)SP(=S)(C3C=CC(OC4C=CC=CC=4)=CC=3)[S:46]2)=CC=1)C1C=CC=CC=1>C1COCC1>[CH3:1][O:2][C:3]1[CH:31]=[CH:30][CH:29]=[CH:28][C:4]=1[C:5]1[S:46][C:9]([CH:10]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:11]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:12])=[N:8][N:7]=1

Participants

4

Reactant 2

HCID 118134142,4-Bis(4-phenoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetaneHCID 57779586HCID 57779586, compound

Product 1

HCID 57779733HCID 57779733, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of compound 36 (539 mg, 1.02 mmol) in THF (4 mL) was added 2,4-bis(4-phenoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (539 mg, 1.02 mmol) and the reaction stirred overnight. The crude material was concentrated and purified by silica gel column chromatography with gradient of ethyl acetate (5-40%) in hexane to afford compound 37 (325 mg, 76%) as a white solid. LRMS (ESI): (calc) 416.4, (found) 417.4 (MH)+.

Workup

  1. concentrationThe crude material was concentrated
  2. custompurified by silica gel column chromatography with gradient of ethyl acetate (5-40%) in hexane

Sources & evidence

ORD record
ord-e5b5406262c04ab8a649b60e89defeb6
Source dataset
uspto-grants-2015_08
Patent number
US09096565B2

Reaction notes

Loading…