(tetrahydro-3-thienyl)hydrazine S,S-dioxide → (1aR,5aR)-2-(1,1-Dioxo-tetrahydrothiophen-3-yl)-1a,2,5,5a-tetrahydro-1H-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid

HRID 1623936Notes

Reaction equation

HRID 1623936 reaction equation
C([O:3][C:4](=[O:14])[C:5](=[C:7]1[CH2:12][C@@H:11]2[C@@H:9]([CH2:10]2)[C:8]1=O)[O-])C.[K+].[O:16]=[S:17]1(=[O:24])[CH2:21][CH2:20][CH:19]([NH:22][NH2:23])[CH2:18]1>>[O:16]=[S:17]1(=[O:24])[CH2:21][CH2:20][CH:19]([N:22]2[C:8]3[C@@H:9]4[CH2:10][C@@H:11]4[CH2:12][C:7]=3[C:5]([C:4]([OH:3])=[O:14])=[N:23]2)[CH2:18]1

Participants

3

Reactant 2

HCID 103013(tetrahydro-3-thienyl)hydrazine S,S-dioxideHCID 68182523potassium 2-ethoxy-2-oxo-((1R,5R)-2-oxobicyclo[3.1.0]hexan-3-ylidene)ethanolate

Product 1

HCID 68182305(1aR,5aR)-2-(1,1-Dioxo-tetrahydrothiophen-3-yl)-1a,2,5,5a-tetrahydro-1H-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid

Procedure

(1aR,5aR)-2-(1,1-Dioxo-tetrahydrothiophen-3-yl)-1a,2,5,5a-tetrahydro-1H-2,3-diaza-cyclopropa[a]pentalene-4-carboxylic acid was prepared in a manner similar to that described in Method C and D using potassium 2-ethoxy-2-oxo-1-((1R,5R)-2-oxobicyclo[3.1.0]hexan-3-ylidene)ethanolate and (1,1-dioxo-tetrahydrothiophen-3-yl)hydrazine.

Sources & evidence

ORD record
ord-abe1fa8be7f04f9f91d68d3da26ecb27
Source dataset
uspto-grants-2014_07
Patent number
US08778950B2

Reaction notes

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