Ethylenediamine → N,N'-bis(1,1-dioxotetrahydro-3-thienyl)-1,2-diaminocyclohexane

HRID 268040Notes

Reaction equation

[S:1]1(=[O:7])(=[O:6])[CH:5]=[CH:4][CH:3]=[CH:2]1.[NH2:8][CH2:9][CH2:10][NH2:11]>>[O:6]=[S:1]1(=[O:7])[CH2:5][CH2:4][CH:3]([NH:8][CH:9]2[CH2:5][CH2:4][CH2:3][CH2:2][CH:10]2[NH:11][CH:3]2[CH2:4][CH2:5][S:1](=[O:7])(=[O:6])[CH2:2]2)[CH2:2]1

Participants

Reactant 2

HCID 3301Ethylenediamine

HCID 117926Thiophene, 1,1-dioxide

Product 1

HCID 21553155N,N'-bis(1,1-dioxotetrahydro-3-thienyl)-1,2-diaminocyclohexane

Procedure

Example 1 was repeated using the thiophene dioxide of Example 1 but substituting 1,2-diaminocyclohexane for 1,2-diaminoethane. The resultant product, N,N'-bis(1,1-dioxotetrahydro-3-thienyl)-1,2-diaminocyclohexane obtained was a viscous liquid that became a semi-solid. The infrared spectrum showed absorptions at 3300 cm-1 (NH), at 1300 cm-1 and 1130 cm-1 (SO2).

Sources & evidence

ORD record: ord-f82b318cd78549c6966d639dd573ab6d
Source dataset: uspto-grants-1976_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03946038

Reaction notes

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