Hydrochloric Acid → 2-(2-Thienyl)thiazole

HRID 2232386Notes

Reaction equation

HRID 2232386 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH2:8])=[S:7].CO[CH:11](OC)[CH2:12]Br.Cl>C(O)C>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:7][CH:11]=[CH:12][N:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 816722-Bromo-1,1-dimethoxyethaneHCID 7372372-Thiophenecarbothioamide

Product 1

HCID 5475102-(2-Thienyl)thiazoleYield 168.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner similar to Step B of Example 1, the reaction of 13.3 grams (0.027 mole) of (thien-2-yl)thiocarboxamide with 16.0 grams (0.0945 mole) of bromoacetaldehyde dimethyl acetal and 2 ml of concentrated hydrochloric acid in 250 ml of ethanol yielded 7.6 grams of 2-(thien-2-yl)thiazole as an oil.

Sources & evidence

ORD record
ord-25610fb6de494cc089d6090a70ee6cbd
Source dataset
uspto-grants-1988_11
Patent number
US04788207

Reaction notes

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