Azobisisobutyronitrile → HCID 19902828, compound

HRID 2372232Notes

Reaction equation

HRID 2372232 reaction equation
[CH2:1]([C:3]1[N:4]=[CH:5][S:6][C:7]=1[C:8]([O:10][CH3:11])=[O:9])[CH3:2].C1C(=O)N([Br:19])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>>[Br:19][CH:1]([C:3]1[N:4]=[CH:5][S:6][C:7]=1[C:8]([O:10][CH3:11])=[O:9])[CH3:2]

Participants

4

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 19902848HCID 19902848, compound

Product 1

HCID 19902828HCID 19902828, compound

Procedure

Following the procedure of Example 28, methyl 4-ethyl-5-thiazolecarboxylate is reacted with NBS and AIBN to give methyl 4-(1-bromoethyl)-5-thiazolecarboxylate, which is then reacted with sodium bicarbonate, or alternatively with potassium carbonate, and DMSO and the resulting methyl 4-acetyl-5-thiazolecarboxylate is treated with lithium hydroxide monohydrate to yield 4-acetyl-5-thiazolecarboxylic acid.

Sources & evidence

ORD record
ord-9c5cd39ff0234dba8ffeede7ca84533e
Source dataset
uspto-grants-1992_03
Patent number
US05098466

Reaction notes

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