Triethylamine → [2-[[2-(Pyrrolidine-1-carbonyl)phenyl]disulfanyl]phenyl]-pyrrolidin-1-yl-methanone

HRID 3737Notes

Reaction equation

HRID 3737 reaction equation
[C:1](Cl)(=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].[NH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1.[CH2:26]([N:28](CC)[CH2:29][CH3:30])[CH3:27]>ClCCl>[N:21]1([C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][S:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([N:28]2[CH2:29][CH2:30][CH2:27][CH2:26]2)=[O:13])=[O:19])[CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 465370[2-[[2-(Pyrrolidine-1-carbonyl)phenyl]disulfanyl]phenyl]-pyrrolidin-1-yl-methanoneYield 60.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

This compound was prepared according to the general method of Example 112 using 2,2'-dithiobisbenzoyl chloride (1.0 g, 3.0 mmol) in 15 mL of dichloromethane and pyrrolidine (0.63 mL, 7.5 mmol) and triethylamine (1.2 mL, 9 mmol) in 20 mL of dichloromethane, to give 0.75 g of the title compound as a foam, mp 62°-63° C.;

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-ce2fac42f05a4292a71802d2a5aa59d9
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Reaction notes

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