Diethyl dithiophosphate, potassium salt → Methyl 4-[3-(3-bromophenyl)-1-carbamothioylpropyl]benzoate

HRID 1257451Notes

Reaction equation

HRID 1257451 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH:10]([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)[C:11]#[N:12])[CH:5]=[CH:6][CH:7]=1.P([S-])(OCC)(OCC)=[S:24]>C(OCC)(=O)C.Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH:10]([C:13]2[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=2)[C:11](=[S:24])[NH2:12])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 1385274Diethyl dithiophosphate, potassium saltHCID 66939300Methyl 4-[3-(3-bromophenyl)-1-cyanopropyl]benzoate

Product 1

HCID 58127970Methyl 4-[3-(3-bromophenyl)-1-carbamothioylpropyl]benzoateYield 73%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

By a reaction in the same manner as in Example 178a and using the compound (3.94 g, 11.0 mmol) obtained in Example 181a, 4M hydrogen chloride-ethyl acetate solution (40 mL) and O,O-diethyl dithiophosphate (2.43 mL, 14.5 mmol), the title compound (3.15 g, 73%) was obtained as a colorless oil.

Workup

  1. customBy a reaction in the same manner as in Example 178a

Sources & evidence

ORD record
ord-e8e2bd8a64b24dacbdbeabc419a7f31a
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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