Dibutyl maleate → 2,5-Bis(1,2-di(butoxycarbonyl)ethylthio)-1,3,4-thiadiazole

HRID 345182Notes

Reaction equation

[SH:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.[C:8]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])(=[O:18])/[CH:9]=[CH:10]\[C:11]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:12]>>[CH2:20]([O:19][C:8]([CH:9]([S:1][C:2]1[S:3][C:4]([S:7][CH:9]([C:8]([O:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:18])[CH2:10][C:11]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:12])=[N:5][N:6]=1)[CH2:10][C:11]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:12])=[O:18])[CH2:21][CH2:22][CH3:23]

Participants

Reactant 2

HCID 5271569Dibutyl maleate

HCID 178418558HCID 178418558, compound

Product 1

HCID 544442502,5-Bis(1,2-di(butoxycarbonyl)ethylthio)-1,3,4-thiadiazole

Conditions

Temperature: 55 °C

Procedure

2,5-Dimercapto-1,3,4-thiadiazole (50.09 g, 0.33 mol) and dibutyl maleate (157.0 g, 0.69 mol) were charged in a reaction flask and heated to 55° C. for 4 hours. The reaction product was filtered warm using filter aid.

Workup

filtrationThe reaction product was filtered
temperaturewarm
filtrationusing filter aid

Sources & evidence

ORD record: ord-f385870749d1441fbb9b91c0d9a15a52
Source dataset: uspto-grants-1991_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05055584

Reaction notes

Loading…