Triethylamine → HCID 21551499, compound

HRID 268198Notes

Reaction equation

HRID 268198 reaction equation
[NH:1]1[CH2:6][CH:5]([CH3:7])[CH2:4][CH:3]([CH3:8])[CH2:2]1.C(N(CC)CC)C.[C:16]1([S:22]Cl)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CCOCC>[C:16]1([S:22][N:1]2[CH2:6][CH:5]([CH3:7])[CH2:4][CH:3]([CH3:8])[CH2:2]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 1182593,5-DimethylpiperidineHCID 11008040Benzenesulfenyl chloride

Product 1

HCID 21551499HCID 21551499, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a flask, 3,5-lupetidine (22.9 parts), triethylamine (20.4 parts) and ether (200 parts) are charged, and phenylsulfenyl chloride (27.7 parts) is dropwise added thereto. The resultant mixture is stirred at 30°C for 6 hours. The reaction mixture is filtered to separate the precipitate and the filtrate is distilled to give N-phenylthio-3,5-lupetidine (36 parts by weight). B.P.; 134°C/4 mmHg. nD25 1.5511.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customto separate the precipitate
  3. distillationthe filtrate is distilled

Sources & evidence

ORD record
ord-5b137a434b61498b9df26965b69a926e
Source dataset
uspto-grants-1976_03
Patent number
US03947429

Reaction notes

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