Triazinthion → HCID 86739399, compound

HRID 543880Notes

Reaction equation

HRID 543880 reaction equation
[Br:1][CH:2]([C:7](=[O:17])[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=1)[CH2:3][C:4]([OH:6])=[O:5].[CH3:18][N:19]1[CH2:24][NH:23][C:22](=[S:25])[NH:21][CH2:20]1>CO>[CH3:4][O-:5].[BrH:1].[C:4]([CH2:3][CH:2]1[S:25][C:22]2=[N:21][CH2:20][N:19]([CH3:18])[CH2:24][N:23]2[C:7]1([OH:17])[C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=1)([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 2525988TriazinthionHCID 20461135HCID 20461135, compound

Product 1

HCID 86739399HCID 86739399, compoundYield 134.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-bromo-3-(m-nitrobenzoyl)propionic acid (7.55 g, 0.024 mole) in methanol (50 ml) was mixed with a solution of 5-methyl-3,4,5,6-tetrahydro-s-triazine-2(1H)thione (3.27 g, 0.025 mole) in the same solvent (170 ml). After 3 hours at room temperature the solvent was evaporated to small volume when a colourless solid crystallised, which was collected to give 7-carboxymethyl-6-hydroxy-3-methyl-6-(m-nitrophenyl)-3,4,6,7-tetrahydro-2H-thiazolo[3,2-a]-s-triazine hydrobromide methanolate (7.5 g), m.p. 144°-145° C. (decomposition).

Workup

  1. customAfter 3 hours at room temperature the solvent was evaporated to small volume when a colourless solid
  2. customcrystallised
  3. customwhich was collected

Sources & evidence

ORD record
ord-a61ba98ca5854d38ace8f3e3d46cdf8f
Source dataset
uspto-grants-1984_05
Patent number
US04447604

Reaction notes

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