3-Bromo-4-oxo-4-phenylbutanoic acid → HCID 20461138, compound

HRID 543877Notes

Reaction equation

HRID 543877 reaction equation
[C:1]([CH:9]([Br:14])[CH2:10][C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][N:16]1[CH2:21][NH:20][C:19](=[S:22])[NH:18][CH2:17]1>CO>[BrH:14].[C:11]([CH2:10][CH:9]1[S:22][C:19]2=[N:18][CH2:17][N:16]([CH3:15])[CH2:21][N:20]2[C:1]1([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 2562953-Bromo-4-oxo-4-phenylbutanoic acidHCID 2525988Triazinthion

Product 1

HCID 20461138HCID 20461138, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-benzoyl-3-bromo-propionic acid (6.4 g, 0.025 moles) in methanol (30 ml) was mixed with a solution of 5-methyl-3,4,5,6-tetrahydro-s-triazine-2(1H)-thione (3.27 g, 0.025 moles) in the same solvent (100 ml) and left for 3 hours. Evaporation of the solvent gave 7-carboxymethyl-6-hydroxy-3-methyl-6-phenyl-3,4,6,7-tetrahydro-2H-thiazolo[3,2-a]-s-triazine hydrobromide quarter hydrate as a pale yellow solid (8.8 g), m.p. 74°-77° C.

Workup

  1. customEvaporation of the solvent

Sources & evidence

ORD record
ord-dca3d47f25964791866e477384949917
Source dataset
uspto-grants-1984_05
Patent number
US04447604

Reaction notes

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