Hydrochloric Acid → HCID 86737100, compound

HRID 1277933Notes

Reaction equation

HRID 1277933 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

Reactant 3

HCID 313Hydrochloric AcidHCID 81031-HexanolHCID 60960Cysteine Hydrochloride

Product 1

HCID 86737100HCID 86737100, compound

Procedure

L-Cysteine hydrochloride (78.5 g) is added to 150 ml of hexanol saturated with dry HCl gas. The mixture is heated under reflux overnight. The solution is evaporated to about half of the total volume, and then ethyl ether (150 ml) is added. The solution gives crystals when it is cooled. The crystals are filtered and are then recrystallized 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 is heated
  2. temperatureunder reflux overnight
  3. customThe solution is evaporated to about half of the total volume
  4. additionethyl ether (150 ml) is added
  5. customThe solution gives crystals when it
  6. temperatureis cooled
  7. filtrationThe crystals are filtered
  8. customare then recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-96ad36c441b74144a44f298a7772f45f
Source dataset
uspto-grants-1981_07
Patent number
US04279900

Reaction notes

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