Epichlorohydrin → 1,1'-Thiobis(2,3-epithiopropane)

HRID 1810728Notes

Reaction equation

O1CC1CCl.[SH-:6].[Na+].O1C[CH:9]1[CH2:10][S:11][CH2:12][CH:13]1O[CH2:14]1.N[C:18](N)=[S:19]>>[S:19]1[CH2:18][CH:9]1[CH2:10][S:11][CH2:12][CH:13]1[S:6][CH2:14]1

Participants

Reactant 4

HCID 7835Epichlorohydrin

HCID 28015Sodium hydrosulfide

HCID 2036722,2'-(Thiobis(methylene))bis(oxirane)

HCID 2723790Thiourea

Product 1

HCID 109760661,1'-Thiobis(2,3-epithiopropane)

Procedure

By a known process, β-epoxypropylchloride was converted using sodium hydrosulfide into bis(β-epoxypropyl)sulfide, which was reacted with thiourea to give bis(β-epithiopropyl)sulfide.

Sources & evidence

ORD record: ord-92e7713926f340febd0ef04e24a44ba3
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08362194B2

Reaction notes

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