3-Bromo-4-(4-chlorophenyl)-4-oxobutanoic acid → HCID 20461139, compound

HRID 543878Notes

Reaction equation

HRID 543878 reaction equation
[Br:1][CH:2]([C:7](=[O:15])[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[CH2:3][C:4]([OH:6])=[O:5].[CH3:16][N:17]1[CH2:22][NH:21][C:20](=[S:23])[NH:19][CH2:18]1>CO>[BrH:1].[C:4]([CH2:3][CH:2]1[S:23][C:20]2=[N:19][CH2:18][N:17]([CH3:16])[CH2:22][N:21]2[C:7]1([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[OH:15])([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 1696663-Bromo-4-(4-chlorophenyl)-4-oxobutanoic acidHCID 2525988Triazinthion

Product 1

HCID 20461139HCID 20461139, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-bromo-3-(p-chlorobenzoyl) propionic acid (7.29 g, 0.025 moles) in methanol (40 ml) was mixed with a solution of 5-methyl-3,4,5,6-tetrahydro-s-triazin-2(1H)-thione (3.27 g, 0.025 moles) in the same solvent (150 ml) and left for one hour. Evaporation of the solvent gave 7-carboxymethyl-6-(p-chlorophenyl)-6-hydroxy-3-methyl-3,4,6,7-tetrahydro-2H-thiazolo[3,2-a]-s-triazine hydrobromide as a pale yellow solid (9.6 g), m.p. 111°-113° C.

Workup

  1. customEvaporation of the solvent

Sources & evidence

ORD record
ord-f5a4889d4f4b4c379ee2c485e8a813a4
Source dataset
uspto-grants-1984_05
Patent number
US04447604

Reaction notes

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