Benzoyl Peroxide → HCID 19902834, compound

HRID 2372196Notes

Reaction equation

HRID 2372196 reaction equation
[CH2:1]([C:3]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][S:5][N:4]=1)[CH3:2].C1C(=O)N([Br:20])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>>[Br:20][CH:1]([C:3]1[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:6][S:5][N:4]=1)[CH3:2]

Participants

4

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 19902845HCID 19902845, compound

Product 1

HCID 19902834HCID 19902834, compound

Procedure

Following generally the procedure of Example 28, ethyl 3-ethyl-4-isothiazolecarboxylate is reacted with NBS and benzoyl peroxide to give ethyl 3-(1-bromoethyl)-4-isothiazolecarboxylate, which is then reacted with sodium bicarbonate and DMSO and the resulting ethyl 3-acetyl-4-isothiazolecarboxylate is treated with lithium hydroxide monohydrate to yield 3-acetyl-4-isothiazolecarboxylic acid.

Sources & evidence

ORD record
ord-171c13e42cee4c02a1d3cc235c8f5210
Source dataset
uspto-grants-1992_03
Patent number
US05098462

Reaction notes

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