Epichlorohydrin → HCID 23070529, compound

Reaction equation

[C:1]1([S:7][CH2:8][CH2:9][SH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:11]([CH:13]1[O:15][CH2:14]1)Cl>>[C:1]1([S:7][CH2:8][CH2:9][S:10][CH2:11][CH:13]([OH:15])[CH2:14][S:10][CH2:9][CH2:8][S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 7835Epichlorohydrin

HCID 145488392-(Phenylsulfanyl)ethane-1-thiol

Product 1

HCID 23070529HCID 23070529, compound

Procedure

An excess of 2-(phenylthio)ethanethiol is reacted with epichlorohydrin to form 1,3-bis(2-(phenylthio)ethylthio)propan-2-ol. In the final step, the 1,3-bis(2-(phenylthio)ethylthio)propan-2-ol is reacted with a acryloyl chloride in the presence of a tertiary alkyl amine and dimethylaminopyridine to form 1,3-bis(2-(phenylthio)ethylthio)propan-2-yl acrylate.

Sources & evidence

ORD record: ord-befc9cb1392847fab917f8f4c35d7ec4
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07271283B2

Reaction notes

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