Methyl (E)-4-(4-aminophenyl)-3-butenoate → HCID 178500100, compound

HRID 486794Notes

Reaction equation

HRID 486794 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5](/[CH:8]=[CH:9]/[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:4][CH:3]=1.CS[C:17]1[NH:18][CH:19]=[CH:20][C:21](=[O:23])[N:22]=1>>[O:23]=[C:21]1[CH:20]=[CH:19][NH:18][C:17]([NH:1][C:2]2[CH:3]=[CH:4][C:5](/[CH:8]=[CH:9]/[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:6][CH:7]=2)=[N:22]1

Participants

3

Reactant 2

HCID 68346334Methyl (E)-4-(4-aminophenyl)-3-butenoateHCID 178418670HCID 178418670, compound

Product 1

HCID 178500100HCID 178500100, compoundYield 35.3%

Procedure

A mixture comprising 3.00 g of methyl (E)-4-(4-aminophenyl)-3-butenoate and 2.34 g of 2-methylthio-1,4-dihydro-4-oxopyrimidine was stirred at 150° to 160° C. for 20 minutes. The reaction mixture was purified by silica gel column chromatography [solvent: dichloromethane/methanol (30:1)] to obtain 1.58 g of the title compound as a light brown powder (yield: 35%).

Workup

  1. customThe reaction mixture was purified by silica gel column chromatography [solvent: dichloromethane/methanol (30:1)]

Sources & evidence

ORD record
ord-663d8520e9a2497eb30e6bd546f3dc83
Source dataset
uspto-grants-1994_03
Patent number
US05292770

Reaction notes

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