HuagongsheHuagongshe Chemistry Print Report · For research reference only
Mercuric cyanide → 3-nitrophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Mercuric cyanide | HCID 11591 | — |
| Reactant | 3-Nitrobenzene-1-thiol | HCID 243576 | — |
| Reactant | 2,3,4-tri-O-acetyl-5-thio-alpha-xylopyranosyl bromide | HCID 10926314 | — |
| Product | 3-nitrophenyl 2,3,4-tri-O-acetyl-1,5-dithio-beta-D-xylopyranoside | HCID 14795355 | 27% |
Reaction Steps
If the procedure described in Preparation I is followed starting from 10 g (64.5.10-3 mol) of 3-nitrobenzenethiol, 16.29 g (64.5.10-3 mol) of mercuric cyanide (Hg(CN)2) and 25.2 g (70.9.10-3 mol) of 2,3,4-tri-O-acetyl-5-thio-α-D-xylopyranosyl bromide, 7.44 g (yield: 27%) of the expected product are obtained after purification by flash chromatography using a toluene/ethyl acetate mixture (9/1 v/v) as the eluent, followed by crystallization from ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05101048 |
| Source dataset | uspto-grants-1992_03 |
| ORD ID | ord-e7bb70f2eddc4cc28b9b94fc9bec30b9 |
| Source note | uspto-grants-1992_03 |