Benzenecarbothioic acid, sodium salt (1:1) → 1-[3-(Benzoylthio)-3-(5-chloro-2-thenoyl)propionyl]-L-proline

HRID 1155029Notes

Reaction equation

HRID 1155029 reaction equation
Br[CH:2]([C:14](=[O:21])[C:15]1[S:19][C:18]([Cl:20])=[CH:17][CH:16]=1)[CH2:3][C:4]([N:6]1[CH2:13][CH2:12][CH2:11][C@H:7]1[C:8]([OH:10])=[O:9])=[O:5].[C:22]([O-:30])(=[S:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[Na+]>C(#N)C>[C:22]([S:29][CH:2]([C:14](=[O:21])[C:15]1[S:19][C:18]([Cl:20])=[CH:17][CH:16]=1)[CH2:3][C:4]([N:6]1[CH2:13][CH2:12][CH2:11][C@H:7]1[C:8]([OH:10])=[O:9])=[O:5])(=[O:30])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 23688990Benzenecarbothioic acid, sodium salt (1:1)HCID 540521881-[3-bromo-3-(5-chloro-2-thenoyl)propionyl]-L-proline

Product 1

HCID 537952521-[3-(Benzoylthio)-3-(5-chloro-2-thenoyl)propionyl]-L-proline

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

As for Example 21, 0.01 mole of 1-[3-bromo-3-(5-chloro-2-thenoyl)propionyl]-L-proline is reacted with sodium thiobenzoate for 16 hours in acetonitrile to give the product of the Example as a glass.

Workup

  1. customto give the product of the Example as a glass

Sources & evidence

ORD record
ord-9eafa2d11df341e08239f92a6ebeab73
Source dataset
uspto-grants-1981_11
Patent number
US04299769

Reaction notes

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