Hydrochloric Acid → HCID 86737100, compound

HRID 2286831Notes

Reaction equation

HRID 2286831 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, and then ethyl ether (150 ml) was added. The solution gave crystals when it was cooled. The crystals were filtered and were then recyrstallized from ethyl acetate; yield 45 g; mp 89°-90° C.; IR (KBr) 1745 cm-1 ; NMR (CDCl3) δ9.2-8.4 (b, 3, NH3⊕), 4.7 (t, 1, --CH--), 4.3 (t, 2, --OCH2 --), 3.4 (b, 2, CH2S--), 1.0-3.0 (m, 8), 1.0 (t, 3-, CH3).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. customThe solution was evaporated to about half of the total volume
  4. additionethyl ether (150 ml) was added
  5. customThe solution gave crystals when it
  6. temperaturewas cooled
  7. filtrationThe crystals were filtered

Sources & evidence

ORD record
ord-da70b1e440dc48ef80b2de4959bd5d88
Source dataset
uspto-grants-1981_05
Patent number
US04268441

Reaction notes

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