Hydrochloric Acid → HCID 86737100, compound
Reaction equation
[ClH:1].[NH2:2][C@H:3]([C:6]([OH:8])=[O:7])[CH2:4][SH:5].Cl.[CH2:10](O)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]>>[ClH:1].[CH2:10]([O:7][C:6](=[O:8])[C@H:3]([CH2:4][SH:5])[NH2:2])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]Participants
4
Procedure
L-Cysteine hydrochloride 78.5 g was added to 150 ml of hexanol saturated with dry HCl gas. The mixture was heated under reflux overnight. The solution was evaporated to about half of the total volume, ethyl ether 150 ml was added. The solution gave crystals when it was cooled. Crystals were filtered and were recrystallized from ethyl acetate; yield 45 g; mp 89°-90° C.; IR (KBr) 1745 cm-1 ; NMR (CDCl3) δ 9.2-8.4 (b, 3, NH3⊕), 4.7 (5, 1, --CH--), 4.3 (t, 2, --OCH2 --), 3.4 (b, 2, CH2S--), 1.0-3.0 (m, 8), 1.0 (t, 3-, CH5).
Workup
- temperatureThe mixture was heated
- temperatureunder reflux overnight
- customThe solution was evaporated to about half of the total volume, ethyl ether 150 ml
- additionwas added
- customThe solution gave crystals when it
- temperaturewas cooled
- filtrationCrystals were filtered
- customwere recrystallized from ethyl acetate
Sources & evidence
- ORD record
- ord-6b95522d4f59488ea10c95e0babef77b
- Source dataset
- uspto-grants-1980_07
- Patent number
- US04213978
Reaction notes
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