3-(2-Bromoacetyl)pyridine → HCID 59737476, compound

HRID 1907768Notes

Reaction equation

HRID 1907768 reaction equation
[NH:1]([C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=1)[C:2]([NH2:4])=[S:3].Br[CH2:17][C:18]([C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1)=O>O>[N:22]1[CH:23]=[CH:24][CH:25]=[C:20]([C:18]2[N:4]=[C:2]([NH:1][C:5]3[CH:15]=[CH:14][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=3)[S:3][CH:17]=2)[CH:21]=1

Participants

4

Reactant 2

HCID 1514083-(2-Bromoacetyl)pyridineHCID 28088481-(4-Ethoxycarbonylphenyl)-2-thiourea

Product 1

HCID 59737476HCID 59737476, compoundYield 166.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Ethyl 4-thioureidobenzoate (209 mg, 0.935 mmol) was added to a warm solution (50° C.) of 2-bromo-1-(pyridin-3-yl)ethanone (250 mg, 0.88 mmol) in water (5 mL) and stirred at 50° C. for 5 h. The precipitated was filtered out to afford the title compound 428 as a yellow solid (476 mg, wet) which was used without further purification.

Workup

  1. filtrationThe precipitated was filtered out

Sources & evidence

ORD record
ord-a7a2d34652254ee7a28861f766b5f591
Source dataset
uspto-grants-2013_12
Patent number
US08598168B2

Reaction notes

Loading…