Ethyl bromopyruvate → HCID 72210846, compound

HRID 1473979Notes

Reaction equation

HRID 1473979 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([NH2:11])=[S:10])[CH:5]=[CH:6][CH:7]=1.Br[CH2:13][C:14](=O)[C:15]([O:17][CH2:18][CH3:19])=[O:16]>CN(C=O)C>[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]2[S:10][CH:13]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:11]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 27593303-hydroxyphenylthiourea

Product 1

HCID 72210846HCID 72210846, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the general procedure for the synthesis of derivatives 6 and 7, a solution of 3-hydroxyphenylthiourea (150 mg, 0.89 mmol) and ethyl 3-bromopyruvate (0.11 mL, 0.89 mmol) in dry DMF (3.6 mL) was heated at 60° C. for 6 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 6/4) in 81% yield (189 mg).

Workup

  1. customfor the synthesis of derivatives 6 and 7

Sources & evidence

ORD record
ord-08ede9a60f6241f397b494e309aaa5ad
Source dataset
uspto-grants-2015_04
Patent number
US09018209B2

Reaction notes

Loading…