Triethylamine → HCID 12984268, compound

HRID 1737138Notes

Reaction equation

HRID 1737138 reaction equation
[C:1]1(=[O:7])[CH2:6][S:5][CH2:4][CH2:3][S:2]1.Cl.[CH2:9]([O:19][C:20](=[O:25])[C@H:21]([CH2:23][SH:24])[NH2:22])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(N(CC)CC)C>ClCCl>[SH:2][CH2:3][CH2:4][S:5][CH2:6][C:1]([NH:22][CH:21]([C:20]([O:19][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:25])[CH2:23][SH:24])=[O:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 5427241,4-dithian-2-oneHCID 86754565HCID 86754565, compound

Product 1

HCID 12984268HCID 12984268, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

13.42 g (0.1 mol) of 2,5-dithia cyclohexanone dissolved in 250 ml of anhydrous dichloromethane are added by dropping, and in an argon atmosphere, to a solution of 29.79 g (0.1 mol) of cysteine decyl ester hydrochloride and 10.12 g (0.1 mol) of triethyl amine in 500 ml of anhydrous dichloromethane. The reaction mixture is kept agitated overnight at room temperature and then washed three times with 2% aqueous citric acid, saturated sodium hydrogencarbonate solution and with water. After drying above sodium sulfate, the solvent is evaporated under reduced pressure. The oily residue is crystallized by trituration with diethyl ether.

Workup

  1. additionare added
  2. washwashed three times with 2% aqueous citric acid, saturated sodium hydrogencarbonate solution
  3. dry with materialAfter drying above sodium sulfate
  4. customthe solvent is evaporated under reduced pressure
  5. customThe oily residue is crystallized by trituration with diethyl ether

Sources & evidence

ORD record
ord-4ca98fb0e6f6433e8d78c63ea080cf22
Source dataset
uspto-grants-1999_10
Patent number
US05961954

Reaction notes

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